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Anna Maria Island Vacation Rentals by Owner

Anna Maria Island

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- 16 photosNorth Beach Villa & Pool - Steps to Beach - Anna Maria [#2184]
  - 3BR+/2BA (Sleeps 6) From $900/wk - $3700/mo US Dollars
- 16 photos4 BR "Nantucket-Style" Home - Short Walk to Gulf-Front Beach - Anna Maria [#14042]
  - 4BR/3BA (Sleeps 10) From $225/nt US Dollars
- 16 photosListen to the Mermaids Sing at Periwinkle Cottage - Anna Maria [#24779]
  - 2BR+/1BA (Sleeps 4-6) $875-$1200/wk - $3000-$4200/mo US Dollars
- 16 photosAnna Maria Island Vacation Rentals, Florida Beach Rentals - Anna Maria [#33732]
  - 2BR+/2BA (Sleeps 6) $1000-$1200/wk - $3400-$3650/mo US Dollars
- 16 photosBeach Ranch, Steps to Beach, Wireless+, Pool/Spa, Private - Anna Maria [#36442]
  - 4BR+/4BA (Sleeps 11) $175-$300/nt US Dollars
- 16 photosBest Location on Island - Read Our Guest Book!! - Anna Maria [#48051]
  - 2BR/1BA (Sleeps 4) From $770/wk - $2,499/mo US Dollars
- 16 photosOpen Dates July & August ** Labor Day Week Open - Anna Maria [#75526]
  - 3BR+/2BA (Sleeps 8) From $1490/wk - $4500/mo US Dollars
- 16 photosPrivate Island Resort (Sleeps 10-14) - Anna Maria [#84777]
  - 4BR+/3.5BA (Sleeps 10-14) $2000-$2600/wk US Dollars
- 16 photos2 BR Condo - 150 Yds to Beach - Summer Specials from $695 - Anna Maria [#89761]
  - 2BR/2BA (Sleeps 4-6) $495-$1695/wk US Dollars
- 16 photosKey West Style Private Pool Home - Anna Maria [#91578]
  - 3BR/3BA (Sleeps 3-6) From $1600/wk US Dollars
- 16 photosDeluxe Newly Refurbed Beachfront Condo Anna Maria is Club - Anna Maria [#95858]
  - 2BR/2BA (Sleeps 4) $1295-$1595/wk - $3295-$5995/mo US Dollars
- 16 photosOpen Dates** June,July,August**Sleeps 14**Open Labor Day - Anna Maria [#97178]
  - 4BR+/3BA (Sleeps 14) From $700/wk - $2900/mo US Dollars
- 16 photosGrand View Villa - Luxury Beach Front Home - Anna Maria [#109550]
  - 5BR/3BA (Sleeps 10) From $700/nt 3nt min - $3700/wk US Dollars
- 16 photosTwin Palms Cottage Between Bay and Gulf - Historic Pine Ave - Anna Maria [#109877]
  - 1BR+/1BA (Sleeps 2-4) From $85/nt - $575/wk - $1400/mo US Dollars
- 16 photos2 Bed 2 Bath Deluxe Beachfront Condo - Fully Refurbed Nov 08 - Anna Maria [#118344]
  - 2BR+/2BA (Sleeps 4-6) $1295-$1995/wk - $2895-$5895/mo US Dollars
- 16 photos4bd Home - Sth Facing Pool,Dock Under 3mins Walk to Beaches - Anna Maria [#149466]
  - 4BR+/3BA (Sleeps 8-10) $1775-$2650/wk $ US Dollars
- 16 photosAnna Maria Island - North Tip - 4BR/3BA - Pool - Waterside - Anna Maria [#163918]
  - 4BR/3BA (Sleeps 8) $1,700-$2,000/wk US Dollars
- 16 photosBrand New Pool Home, Three Houses from the Beach! - Anna Maria [#167774]
  - 4BR/3BA (Sleeps 8-10) From $1750/wk US Dollars
- 16 photosTip of the Island, Private Pool, Walk to Beaches & Restaurants - Anna Maria [#191441]
  - 4BR+/2BA (Sleeps 8) $1850/wk - $5000/28 nts US Dollars
- 16 photos"Anna's Cottage" Completely Renovated, Only 2 Blocks to Gulf! - Anna Maria [#197919]
  - 3BR+/2BA (Sleeps 6-8) $1300-$1700/wk US Dollars
- 16 photosMarty's Place *** Special Summer Rate *** - Anna Maria [#209030]
  - 2BR+/1BA (Sleeps 4) $575-$725/wk US Dollars
- 16 photosSummer Special--$555 Per Week Total!! Sleep 7 * Steps to Beach - Anna Maria [#221635]
  - 2BR+/1BA (Sleeps 5-7) $770 wk year round! US Dollars
- 16 photosTropical Resort Vacation Home - Pool & Jacuzzi (Sleeps 12-16) - Anna Maria [#225971]
  - 5BR+/4BA (Sleeps 12-16) $1400-$1800/wk US Dollars
- 16 photosBest Location, Best Price, Beautiful Condo! - Anna Maria [#227942]
  - 2BR+/1BA (Sleeps 4-5) $575-$675/wk - $1800-$2100/mo US Dollars
- 16 photosTropical Aloha Beach Getaway 2 Minute Walk from Beach - Anna Maria [#231197]
  - 3BR+/2BA (Sleeps 8) $1100-$1950/wk US Dollars
- 16 photosSparkling New! Desirable North End Village Center Unit - Anna Maria [#236823]
  - 3BR+/2BA (Sleeps 6-8) $1300-$1650/wk US Dollars
- 16 photos6 Bedroom/4 Bath in the Heart of Anna Maria! - Anna Maria [#238253]
  - 6BR+/4BA (Sleeps 12-16) $2600-$3500/wk US Dollars
- 16 photosRelax in Paradise... - Anna Maria [#242628]
  - 2BR+/2BA (Sleeps 4-5) $750-$1050/wk US Dollars
- 16 photosBeach Getaway, One Minute Walk from the Beach - Anna Maria [#247237]
  - 3BR+/3BA (Sleeps 10) $1100-$1950/wk US Dollars
    New!
- 16 photosGorgeous New Elevated Villa with Private Heated Pool - Anna Maria [#248575]
  - 3BR+/2BA (Sleeps 6-8) $1300-$1750/wk US Dollars
    New!
- 15 photosSusie's Northern Island Getaway...W/Brand New Pool/Patio Area! - Anna Maria [#91374]
  - 3BR/2BA (Sleeps 6) $1500-$1700/wk - $5200/mo US Dollars
- 15 photosExclusive North Point, Heated Pool, Beautiful Blue Dolphin Inn - Anna Maria [#126793]
  - 3BR+/2BA (Sleeps 6-8) From $228/nt - $1330/wk - $4788/mo US Dollars
- 15 photosBeach House Condos - 5 Star Platinum - Jacuzzi 8 - Golf - Anna Maria [#127658]
  - 1BR+/1BA (Sleeps 4) $100-125/nt US Dollars
- 15 photosSea Grass Flats- 5 Star Platinum-Huge Pool - Golf!!! - Anna Maria [#127664]
  - 2BR+/2BA (Sleeps 6) $100-125./nt US Dollars
- 15 photosCharming Island Bungalow with Heated Pool - Anna Maria [#179315]
  - 3BR/2BA (Sleeps 6) From $1200/wk US Dollars
- 15 photosAnna Maria Village Center Residence - Anna Maria [#236266]
  - 3BR+/2BA (Sleeps 6-8) $1300-$1750/wk US Dollars
- 14 photosAnna Maria Island - Wonderful Family Pool Home - Sleeps 12 - Anna Maria [#103308]
  - 4BR+/3BA (Sleeps 12-14) $2250 Wkly/$5500 Mthly US Dollars
- 14 photosAnna Maria Island - 2BR Bungalow - Sleeps 6 - Steps to Beach - Anna Maria [#103309]
  - 2BR+/1.25BA (Sleeps 4-6) $1100 Wkly/$3250 Mthly US Dollars
- 14 photosSteps to Beach, North End Anna Maria, Heated Pool, Tropical - Anna Maria [#127833]
  - 2BR+/1BA (Sleeps 4-6) From $163/nt - $950/wk - $3150/mo US Dollars
- 13 photosWest of Gulf Drive with Private Heated Pool - Hidden Treasure - Anna Maria [#144592]
  - 2BR+/1.75BA (Sleeps 4-6) $950-$1450/wk - $3100-$4000/mo US Dollars
- 13 photosA Beach Place - North End - Heated Pool- Steps to Gulf and Bay - Anna Maria [#158732]
  - 2BR/1BA (Sleeps 6) From $850/wk US Dollars
- 13 photosSpectacular Ocean Views! - Anna Maria [#204014]
  - 2BR+/2.75BA (Sleeps 6-7) From $250/nt - $1300/wk - $3000/mo US Dollars
- 13 photosBayfront Villa Offers Boating, Swimming, Beach & Best View! - Anna Maria [#247110]
  - 4BR+/3.5BA (Sleeps 4-7) $3550-$6900/mo US Dollars
    New!
- 12 photosLife's a Beach at This Gorgeous Gulf View Condo-Avail Aug $700 - Anna Maria [#47190]
  - 2BR/2BA (Sleeps 4-6) $700-$1350/wk US Dollars
- 12 photosIsland Oasis: North End Anna Maria Island Retreat! - Anna Maria [#87080]
  - 2BR+/2BA (Sleeps 4-6) $1400-$1600/wk - $3800-$4400/mo US Dollars
- 12 photos"The Cozy Cottage" Private Heated Pool- Sep-Oct-Nov Discounts - Anna Maria [#88159]
  - 3BR+/3BA (Sleeps 6-8) $1600-$1950/wk US Dollars
- 12 photosDates Open July 11th>30th & August**Labor Day Week Open - Anna Maria [#97107]
  - 3BR+/2BA (Sleeps 8) $1100-$1500/wk - $2770-$3300/mo US Dollars
- 12 photosOpen Dates July & August**Labor Day Week Open - Anna Maria [#97111]
  - 3BR/2.5BA (Sleeps 6-8) $1300-$2200/wk - $3300-$5500/mo US Dollars
- 12 photosGulf-Front Luxury at La Casa Davis (7314 Gulf Dr, Anna Maria) - Anna Maria [#112438]
  - 3BR/3BA (Sleeps 8-12) From $1800-2900/wk US Dollars
- 12 photosClean, Quiet, Comfortable, Beach Living, 750 North Shore Drive - Anna Maria [#121883]
  - 3BR/2BA (Sleeps 4-6) $1200/wk - $3200/mo US Dollars
- 12 photosTropical Home with Pool 1 1/2 Blocks from the Gulf Beaches - Anna Maria [#124692]
  - 3BR+/2BA (Sleeps 6-9) $1300-$1700/wk - $4100-$5100/mo US Dollars
- 12 photosAnna Maria 4BR Canal-Front with Pool! - Anna Maria [#126286]
  - 4BR/2BA (Sleeps 8) $1600-$1800/wk - $5120-$5760/mo US Dollars
- 12 photosSand - Sea, Six Unit Beach Resort Houses from the Beach - Anna Maria [#146742]
  - 2BR+/1BA (Sleeps 4-6) $825-$1350/wk US Dollars
- 12 photosParadise Hideaway on the North End of Anna Maria! - Anna Maria [#164557]
  - 3BR/2BA (Sleeps 8) $1500-$2200/wk US Dollars
- 12 photosBeautiful Direct Waterfront ** Winter 2010 Available!! - Anna Maria [#195638]
  - 3BR/2.75BA (Sleeps 8) $1500-$2200/wk US Dollars
- 12 photos18-30 August Now Discounted 200 Dollars! - Anna Maria [#217357]
  - 2BR+/2BA (Sleeps 5-7) $1000-$1450/wk US Dollars
- 11 photosThe Palms - Large Family Home at Northern Tip of Island - Anna Maria [#177391]
  - 5BR/3.5BA (Sleeps 10) $2000-$2500/wk US Dollars
- 11 photosAbout Time Cottage, Adorable Cottage on Bean Point - Anna Maria [#221698]
  - 2BR+/1BA (Sleeps 4-6) $600-$900/wk US Dollars
- 10 photosPineapple Cottage - Halfway Between the Gulf and the Bay! - Anna Maria [#91669]
  - 2BR/1BA (Sleeps 4-6) From $1000/wk US Dollars
- 10 photosPatty's Beach House - 100 Feet from Paradise - Anna Maria [#114756]
  - 4BR/3BA (Sleeps 8) $2500/wk - $6000/mo US Dollars
- 10 photos"Coconut Cottage" 4 BR Anna Maria Island.. Sleeps up to 2-10 - Anna Maria [#128759]
  - 4BR+/2BA (Sleeps 10-12) $500-$1595/wk US Dollars
- 10 photosSweet Dreams - Anna Maria [#195302]
  - 2BR+/2BA (Sleeps 6-7) $3300/mo US Dollars
- 10 photosLocation, Location, Location, Beach and Restaurants - Anna Maria [#206827]
  - 3BR+/1BA (Sleeps 6-9) $550-$700/wk US Dollars
- 10 photosExquisite Brand New Four Bedroom Home, Houses to the Beach - Anna Maria [#242714]
  - 4BR/3BA (Sleeps 8-10) $2000-$2400/wk US Dollars
    New!
- 9 photosWaterfront Home!! Anna Maria- 30 Feet from Water!!! June Avail - Anna Maria [#75009]
  - 3BR/2BA (Sleeps 6-7) $1600/wk - $6100/mo US Dollars
- 9 photos2BR/2BA Coastal Cottage - Anna Maria [#98993]
  - 2BR/2BA (Sleeps 4) From $1895/wk - $6295/mo US Dollars
- 9 photosCanal Front 3 BR/2 BA - Pool on Gladiolus Street, Anna Maria - Anna Maria [#132509]
  - 3BR/2BA (Sleeps 6) $1400-$1700/wk US Dollars
- 9 photosAn Island Place Cottage on Historic Pine Avenue in Anna Maria! - Anna Maria [#178363]
  - 1BR+/1BA (Sleeps 2-4) $150/nt - $850-$900/wk US Dollars
- 8 photosBeautiful Beach House (Sleeps 6 to 8) - Anna Maria [#80801]
  - 3BR+/2BA (Sleeps 6-8) $700-$1200/wk - $2600-$3600/mo US Dollars
- 8 photosGorgeous Gulf View Villa's & Pool- Rent 3 or 6 BR! - Anna Maria [#123804]
  - 6BR+/4BA (Sleeps 16) $1600/wk US Dollars
- 8 photosCharming Anna Maria Cottage with Pool and Walk to Beach/Pier - Anna Maria [#126140]
  - 2BR+/2BA (Sleeps 4-6) $1085-$1470/wk US Dollars
- 8 photosGulf Sands Condo Beach Front - Anna Maria [#157234]
  - 2BR/2BA (Sleeps 4) $1200-$1500/wk - $5000-$7000/mo US Dollars
- 8 photosPerfect Gulf Front Cottage - Anna Maria [#185230]
  - 3BR/2BA (Sleeps 8) $1500-$2400/wk - $6800-$7200/mo US Dollars
- 8 photosSurf Shack - Anna Maria [#206075]
  - 2BR/1BA (Sleeps 4-6) $800-$1200/wk US Dollars
- 8 photosC-View, Private Canal Home, Dock, Heated Pool - Anna Maria [#216122]
  - 5BR/3.75BA (Sleeps 8) $2000-$2400/wk US Dollars
- 8 photosNear Beach - "Island Breeze" Get Away on Anna Maria Island - Anna Maria [#249759]
  - 3BR/2.5BA (Sleeps 6) $1100/wk - $5000/mo US Dollars
    New!
- 7 photosThe Sunset Cottage - Anna Maria [#67056]
  - 4BR/4.5BA (Sleeps 8) From: $240/nt - $1535/wk - $4605/mo US Dollars
- 7 photosExclusive Waterfront Private Pool & Spa Home with Dock - Anna Maria [#83741]
  - 4BR/3BA (Sleeps 4-10) $1400-$200/wk - $6800-$6400/mo US Dollars
- 7 photosMystic Seaport - Anna Maria [#129739]
  - 2BR+/1.75BA (Sleeps 4-6) $1000-$1200/wk US Dollars
- 7 photosLuxury Condo 7314 Gulf Drive 7, Anna Maria Island, Florida - Anna Maria [#166446]
  - 3BR+/3BA (Sleeps 6-8) $1500-$3000/wk US Dollars
- 7 photosSpring Paradise - Anna Maria [#193014]
  - 2BR/2BA (Sleeps 4-6) $1000-$1300/wk - $3000-$3900/mo US Dollars
- 7 photosBayfront and 1/2 Block to Beaches, Specials Available - Anna Maria [#251981]
  - 2BR+/2BA (Sleeps 4-8) $850-$1000/wk - $2550-$3300/mo US Dollars
    New!
- 6 photosVacation on Wonderful Anna Maria Island - Anna Maria [#29178]
  - 3BR+/2BA (Sleeps 2-8) $3200-$4000/mo US Dollars
- 6 photosNorth End of Anna Maria....Beach to Cool Clear Pool - Anna Maria [#101019]
  - 2BR+/1BA (Sleeps 4-5) From $125/nt - $900/wk - $2900/mo US Dollars
- 6 photosAnna Maria Beach House with Pool - One Block to Gulf - Anna Maria [#105326]
  - 3BR+/2BA (Sleeps 5-10) $1300-$1600/wk - $4200-$5000/mo US Dollars
- 6 photosVista Grande - Endless Gulf Views (5622 Gulf Dr, Anna Maria) - Anna Maria [#112435]
  - 3BR/3BA (Sleeps 8) From $26410-$4848/wk US Dollars
- 6 photosAnna Maria Island Oceanfront Condo - Anna Maria [#114034]
  - 2BR/2BA (Sleeps 4) $829-$1750/wk US Dollars
- 6 photosPrivate Single Family Home on Anna Maria Island - Anna Maria [#152797]
  - 3BR+/3BA (Sleeps 4-8) $1895-$1995/wk US Dollars
- 6 photosWaterfall! West of Gulf Drive Special $1950 Sept, Sleeps 14 - Anna Maria [#166438]
  - 4BR+/2BA (Sleeps 8-12) $1400-$3400/wk US Dollars
- 6 photosAnna Maria Island Townhouse Rental - Simply Beautiful! - Anna Maria [#236576]
  - 3BR+/3BA (Sleeps 8) $800-$1000/wk - $3600/mo US Dollars
- 5 photosParadisiac Enclave-5 Star Waterfronthome-Pool/Dock/Kayak/Bikes - Anna Maria [#18876]
  - 2BR+/2BA (Sleeps 4-6) $1300-$1800/wk US Dollars PAY PAL OK
- 5 photosLuxury on-the-Gulf Beach House - Anna Maria [#29164]
  - 4BR/4.75BA (Sleeps 11) $3250-$7000/wk US Dollars
- 5 photosHolmes Beach on Anna Marie Island Condo - Available January 09 - Anna Maria [#35471]
  - 2BR/2BA (Sleeps 2-4) From $750/wk - $2000/mo US Dollars
- 5 photosHouse with Heated Pool and Canal Dock. Half Block to Bay Beach - Anna Maria [#58529]
  - 3BR+/2.5BA (Sleeps 6-8) $1500-$1700/wk US Dollars
- 5 photosPalm Villa Luxury Beachfront House on N. Shore Dr, Huge Master - Anna Maria [#69148]
  - 4BR/3BA (Sleeps 10) $2400-$4400/wk US Dollars
- 5 photos100 Feet from the White Sand Beach on the Gulf of Mexico Shore - Anna Maria [#84700]
  - 3BR+/2BA (Sleeps 7-9) $1150-$1600/wk - $3600-$4400/mo US Dollars
- 5 photosOceanfront Beauty - Anna Maria [#100775]
  - 2BR/2BA (Sleeps 2-4) $1800-$2100/wk - $7200.$8400/mo US Dollars
- 5 photosNorth End of Anna Maria...Sandy Beaches Refreshing Pool.... - Anna Maria [#101014]
  - 2BR+/1BA (Sleeps 5) From $125/nt US Dollars
- 5 photosCoconut Cottage Directly on the Beach - Anna Maria [#111835]
  - 2BR+/1BA (Sleeps 6-8) $1699-$2599/wk - $6800-$8900/mo US Dollars
- 5 photosAdorable Vacation Home, Private Pool, Large Fenced Yard!!! - Anna Maria [#119383]
  - 3BR/3BA (Sleeps 6-8) $1295/wk US Dollars
- 5 photosGotta Getaway - 503 South Bay Blvd. Anna Maria, Fl - Anna Maria [#124607]
  - 3BR/3BA (Sleeps 6) $1495/wk - $4095/mo US Dollars
- 5 photosSalt Box Cottage 300 Feet to Bay - Anna Maria [#130825]
  - 2BR+/1BA (Sleeps 4-5) $625-$775wk US Dollars
- 5 photosGulf Front Beach Home on Bean Point, Anna Maria, Fl. - Anna Maria [#142777]
  - 3BR/2.25BA (Sleeps 8) From $1500/wknd - $2000/wk - $7250/mo US Dollars
- 5 photosGulf-Front Getaway - Anna Maria [#143058]
  - 1BR/1BA (Sleeps 2-4) From $100/nt - $500/wk - $2600/mo US Dollars
- 5 photosBeautiful Beach Escape Home - Four Houses from the Beach - Anna Maria [#172443]
  - 4BR+/3BA (Sleeps 8) $1200-$2000/wk US Dollars
- 5 photosAnna Maria Island Condo - Hideaway at Runaway - Anna Maria [#182348]
  - 1BR+/1BA (Sleeps 2-4) From $650/wk - $2000/mo US Dollars
- 5 photosCasa Morado - Anna Maria [#193612]
  - 4BR/3.5BA (Sleeps 8-9) $1800-$2200/wk US Dollars
- 5 photosEnchanted Cottage "Le Cottage Enchante" - Anna Maria [#194595]
  - 2BR/1BA (Sleeps 4-6) From $100/nt - $600/wk - $1600/mo US Dollars
- 5 photosSouth Bay Serendipity - Fall and Winter Special! - Anna Maria [#197699]
  - 2BR/1BA (Sleeps 4) From $1045/wk - $3095/mo US Dollars
- 5 photosNo Worries 'Sans Soucis' Beach House - Anna Maria [#200831]
  - 3BR+/2BA (Sleeps 8) From $100/nt - $700/wk - $2500/mo US Dollars
- 5 photosIsland Hideaway - Anna Maria [#202265]
  - 2BR/1BA (Sleeps 4-5) $1100/wk - $3500/mo US Dollars
- 5 photosShort Stroll to White Sand Beaches - Anna Maria [#206916]
  - 2BR/1BA (Sleeps 2-4) $550-$750/wk - $2500/mo US Dollars
- 5 photosCute Beach House - Anna Maria [#207053]
  - 2BR+/2.5BA (Sleeps 4-6) $1000/wk - $3000/mo US Dollars
- 5 photosBayou Condo - Anna Maria [#208348]
  - 2BR/1BA (Sleeps 6-7) $750/wk - $2500/mo US Dollars
- 5 photosSteps from the Beach! - Anna Maria [#209027]
  - 2BR+/2BA (Sleeps 6-8) $1495/wk - $3695/mo US Dollars
- 5 photosIsland Paradise Living - Anna Maria [#210452]
  - 3BR/2.5BA (Sleeps 6-10) $3200/mo US Dollars
- 5 photosIsland Coconut Villa - Anna Maria [#217832]
  - 6BR+/4BA (Sleeps 16) $900-$3850/wk US Dollars
- 5 photosPool Home -Walk to Beach - North End - Anna Maria [#219282]
  - 3BR/2.5BA (Sleeps 3-6) $1650-$1800/wk - $4950-$5400/mo US Dollars
- 5 photosBeautiful Waterfront Beanpoint Home - Anna Maria [#223138]
  - 3BR/2.5BA (Sleeps 6) $2200/wk - $7000/mo US Dollars
- 5 photosRum Dog Cottage - Just Steps to Beach - Anna Maria [#224984]
  - 2BR/1BA (Sleeps 2-4) $800/wk US Dollars
- 5 photosSunset Palms ....Cancellation..Available Aug 1st-8th - Anna Maria [#226676]
  - 5BR/4BA (Sleeps 10) $1500-$2300/wk - $5000/mo Dollars
- 5 photosSeashell Island Escape on Sarasota Bay.on Small Private Island - Anna Maria [#227742]
  - 3BR+/2.75BA (Sleeps 8-12) From $300/nt - $2200/wk - $4800/mo US Dollars
- 5 photosHolly Road Hideaway Near Bean Point - Summer Price Reduction! - Anna Maria [#233886]
  - 2BR/2BA (Sleeps 4-6) From $1270/wk - $3795/mo US Dollars
- 5 photosBeautiful Canal Front Pool Home - Anna Maria [#239453]
  - 3BR/3BA (Sleeps 6) From $1950/wk - $5675/mo US Dollars
- 5 photosIsland Get Away - Anna Maria [#243982]
  - 2BR/1BA (Sleeps 4) From $550-$650/wk - $1780/mo US Dollars
- 5 photosAnna Maria Beach House - Great View, Perfect Beach - Anna Maria [#246854]
  - 2BR+/2BA (Sleeps 4-6) From $600/wk - $1500/mo US Dollars
    New!
- 3 photosLinger-Longer: Gulf-Front Duplex on Beach Voted Most Beautiful - Anna Maria [#41437]
  - 2BR/1.5BA (Sleeps 4) $1200/wk - $3250/mo US Dollars
- 3 photosGulf-Front Beach Apartments - Anna Maria [#74977]
  - 2BR+/1BA (Sleeps 6) From $90/nt - $550/wk US Dollars
- 3 photosAnna Maria Island & Miles of Gulf Beaches Minutes Away - Anna Maria [#95187]
  - 3BR/2BA (Sleeps 6-8) $400-$1000/wk US Dollars
- 3 photosGulf Watch (Exactly What it Says) Special Offers Available - Anna Maria [#104010]
  - 2BR+/2BA (Sleeps 4-6) $725-$850/wk - $2400-$3400/mo US Dollars
- 3 photosTime to Relax - Just 50 Steps to the Beautiful Gulf of Mexico! - Anna Maria [#110620]
  - 4BR/3.5BA (Sleeps 6-8) $1500-$1800/wk US Dollars
- 3 photosAnna Maria Island Luxury Home, 514 Loquat Drive - Anna Maria [#124610]
  - 4BR+/4.5BA (Sleeps 10) $2995/wk - $9295/mo US Dollars
- 3 photosFlorida Gulf Front Beach House - Anna Maria [#147838]
  - 2BR+/2.5BA (Sleeps 4-6) $1600-$2200/wk - $5000-$6000/mo US Dollars
- 3 photosHistoric Charm in Old Anna Maria - Anna Maria [#165871]
  - 3BR+/2BA (Sleeps 6-8) From $1250/wk US Dollars
- 3 photosBay Breeze - Anna Maria [#186300]
  - 3BR/3BA (Sleeps 6-8) $1600/wk US Dollars
Bradenton Beach Vacation RentalsShow this location onlyBack to top
- 16 photosSeagrass Flats #4 - Island Breezes - Anna Maria Condominium - Bradenton Beach [#125902]
  - 2BR+/2BA (Sleeps 4-6) From $110/nt US Dollars
- 16 photosBeachfront Luxury Upscale Top of the Line Best !!! - Bradenton Beach [#183575]
  - 3BR+/2BA (Sleeps 6-8) $300-$350/nt - $1700-$2000/wk - $5500/mo US Dollars
- 16 photosBeach Breakers 4 - Sandcastle - Gulf-Front 3 BR/2BA with Pool - Bradenton Beach [#189983]
  - 3BR+/2BA (Sleeps 8) $1400-$2450/wk US Dollars
- 16 photosBeachfront on the Gulf! "The Ultimate Getaway"! - Bradenton Beach [#204624]
  - 1BR/1BA (Sleeps 2-4) $150/nt - $850/wk - $2900/mo US Dollars
- 16 photos5 Star - 4 BR/3 BA - Summer Special Starting $1,090 Per Week - Bradenton Beach [#230694]
  - 4BR/3BA (Sleeps 8) From $1400/wk US Dollars
- 16 photosNew High-End Large Beachfront Condo ***August Available*** - Bradenton Beach [#241889]
  - 3BR+/2BA (Sleeps 6-8) $300-$350/nt - $1700-$2000/wk - $5500/mo US Dollars
- 14 photosGulf Watch!! from Every Room!! - Bradenton Beach [#31479]
  - 2BR/2BA (Sleeps 4-6) From $895/wk - $2450/mo US Dollars
- 14 photosLuxurious Direct Beach Front Designer Rental - Bradenton Beach [#200694]
  - 2BR+/2BA (Sleeps 4-6) $1350-$1600/wk US Dollars
- 13 photosLast Min. Cancellation July 4th Now Available - Bradenton Beach [#187769]
  - 4BR/3BA (Sleeps 8) $1600-$1950/wk US Dollars
- 13 photosSummer Special! New 3BR Gulf View Duplex - Steps to the Beach! - Bradenton Beach [#198653]
  - 3BR+/2BA (Sleeps 6-8) $800-$1000/wk US Dollars
- 13 photosDirectly on the Beach! Beautiful Ground Floor Condo - Bradenton Beach [#209130]
  - 2BR+/1BA (Sleeps 4) $120-$165/nt - $805-$1085/wk US Dollars
- 13 photosAbsolute Paradise - Bradenton Beach [#221673]
  - 6BR+/4.75BA (Sleeps 12-14) $1800/wk-$3200/wk US Dollars
- 12 photosBeaches, Fishing, & Family Fun in the Tropics - Bradenton Beach [#43534]
  - 3BR/2BA (Sleeps 6) $1200-$1500/wk - $3500-$4400/mo US Dollars
- 12 photosAnna Marie Island - Coconut Vacations - Steps to Beach - Pool - Bradenton Beach [#86770]
  - 5BR+/4BA (Sleeps 10-18) $65-$125/nt - $545-$785/wk US Dollars
- 12 photosAnna Maria Island Bay Front Condo - Bradenton Beach [#99209]
  - 2BR/2BA (Sleeps 4) $650-$900/wk - $2000-$3000/mo US Dollars
- 12 photosCat's Meow on Anna Maria Island - 3 Spacious & Luxurious Units - Bradenton Beach [#101723]
  - 4BR+/3.5BA (Sleeps 8-16) From $100/nt - $600/wk - $2000/mo US Dollars
- 12 photosNew Family-Friendly Condo Getaway - Gulf Beach to Bay Complex - Bradenton Beach [#110793]
  - 2BR+/2BA (Sleeps 6) $1100-$1380/wk - $3300-$3600/mo US Dollars
- 12 photosBeautiful Island Retreat Steps from Gulf White Sand Beaches - Bradenton Beach [#143181]
  - 2BR+/2BA (Sleeps 4-6) $600-$1000/wk US Dollars
- 12 photosWaterfront Key West Cottages..Dock for Boat..Great Summer Rate - Bradenton Beach [#159877]
  - 2BR+/1BA (Sleeps 2-14) From $500/wk - $1800/mo US Dollars
- 11 photosBrand-New Condo - Steps to Gulf Beaches & the Bay - Deluxe!!! - Bradenton Beach [#75099]
  - 3BR/2BA (Sleeps 6) $800-$1400/wk US Dollars
- 11 photosBradenton Bay Front Beach House - Bradenton Beach [#94347]
  - 2BR+/2BA (Sleeps 6-8) $600 and up US Dollars
- 10 photosEnjoy Gulf Front with Fabulous Beach, Sunsets and Gulf Breezes - Bradenton Beach [#25209]
  - 2BR/2BA (Sleeps 6) $1330-$1810/wk US Dollars
- 10 photosLay-Z Liv-N on the Island! - Bradenton Beach [#75712]
  - 2BR/1BA (Sleeps 4) From $500/wk US Dollars
- 10 photosRelaxing Old Florida Beach Resort - Bradenton Beach [#105364]
  - 2BR+/1BA (Sleeps 4-6) $169-$249/nt US Dollars
- 10 photosBradenton Beach Club on Anna Maria Island, Florida - Bradenton Beach [#117246]
  - 2BR+/2BA (Sleeps 4-6) From $1000/wk - $4800/mo US Dollars
- 10 photosAdorable 2BR/2BA Condo, Anna Maria Island! - Bradenton Beach [#163991]
  - 2BR+/2BA (Sleeps 4-6) $800/wk - $3200/mo US Dollars
- 10 photosGulf Front, Anna Maria Island, Florida - Bradenton Beach [#230374]
  - 2BR+/2BA (Sleeps 4-6) $1090-$1500/wk - $3600-$5000/mo US Dollars
- 10 photosSeventh Heaven - Steps from the Beach with Great Gulf Views - Bradenton Beach [#230625]
  - 2BR+/2BA (Sleeps 5) From $800/wk US Dollars
- 10 photosNew Luxury Gulf/Beach Front Sandcastle 6 - 3BR/2BA, Pool - Bradenton Beach [#236983]
  - 3BR+/2BA (Sleeps 6-8) $2000-$4000/wk US Dollars
- 9 photosBeautiful Bay Views: Canal-Front Home Short Walk to the Beach! - Bradenton Beach [#51267]
  - 2BR+/2BA (Sleeps 4-6) $840-$1,050/wk - $2,900-$3,300/mo US Dollars
- 9 photosBayfront Triplex Only Steps to the Gulf on Anna Maria Island - Bradenton Beach [#171842]
  - 2BR+/1BA (Sleeps 4-6) $750-$950/wk - $2800-$2900/mo US Dollars
- 9 photosGulf Front Condo on Anna Maria Island - Bradenton Beach [#243878]
  - 2BR+/2BA (Sleeps 4-6) $1000/wk - $3200-$4000/mo US Dollars
- 8 photosBermuda Bay Club on the Beach & Bay! - Bradenton Beach [#30242]
  - 3BR/2.5BA (Sleeps 2-8) $900-$1750/wk - $3600-$4500/mo US Dollars
- 8 photosGulf-Front - Anna Maria Island - Bradenton Beach [#98173]
  - 2BR/2BA (Sleeps 4) $1500/wk 2 wk min - $4600/mo US Dollars
- 8 photosEnjoy the Beautiful Gulf Beaches at Bradenton Beach - Bradenton Beach [#193450]
  - 2BR+/1BA (Sleeps 4-6) $500-$700/wk - $1600-$2200/mo US Dollars
- 7 photosDirect Gulf-Front Ground Level Beach House - Bradenton Beach [#19254]
  - 2BR/2BA (Sleeps 4-6) From $1250/wk - $5400/mo US Dollars
- 7 photosTropical Paradise! Walk to Gulf Beach and Bay! Private Dock! - Bradenton Beach [#135023]
  - 2BR+/1BA (Sleeps 2-6) $625-$800/wk - $1650-$2450/mo US Dolllars
- 7 photos"Key West" Townhouse on Anna Maria Island - Bradenton Beach [#148552]
  - 2BR/2BA (Sleeps 4) From $1,400/wk US Dollars
- 7 photosLuxury Waterfront Condo on Gorgeous Anna Maria Island - Bradenton Beach [#195944]
  - 2BR/2BA (Sleeps 4-5) $600-$875/wk US Dollars
- 7 photosParadise on the Beach, Just Out Your Door - Ground Floor Unit - Bradenton Beach [#222832]
  - 2BR/1BA (Sleeps 4) $125-$150/nt - $750-$950/wk US Dollars
- 6 photosCondo in Paradise! - Bradenton Beach [#28138]
  - 2BR+/1BA (Sleeps 2-6) $600-$850/wk - $1700-$2750/mo US Dollars
- 6 photosGulf-Front Luxury Condominium - Bradenton Beach [#108927]
  - 2BR/2BA (Sleeps 3-4) $1100-$1500/wk - $3300-$4950/mo US Dollars
- 6 photosGulf View Luxury Condo - Bradenton Beach [#110323]
  - 2BR/2BA (Sleeps 3-4) $800-$1200/wk - $2650-$3750/mo US Dollars
- 6 photosAnna Maria Island Condo - Beach Resort! New Low Rates - Bradenton Beach [#164308]
  - 1BR/1BA (Sleeps 2-4) From $100/nt - $650/wk US Dollars
- 6 photosSpecial $675, Beach 1 Block, Big Veranda Key West Style Home, - Bradenton Beach [#170320]
  - 2BR+/2BA (Sleeps 4-8) 149nt/500-900wk/1950-2800mo US Dollars
- 6 photosBeautiful Island Condo-Views of Bay and Steps from Beach - Bradenton Beach [#209174]
  - 2BR+/2BA (Sleeps 4-6) $600-$1000/wk - $2800/mo US Dollars
- 6 photosPark Your Car! Enjoy Charming "Old Florida" Lifestyle. - Bradenton Beach [#213641]
  - 1BR+/1BA (Sleeps 2-4) From $100/nt - $1800/mo US Dollars
- 5 photosAnna Maria Island-at Runaway Bay - Bradenton Beach [#22074]
  - 1BR/1BA (Sleeps 4) $600-$750/wk - $1850-$2850/mo US Dollars
- 5 photosBeachfront! the Flamingo Condo!! - Bradenton Beach [#26072]
  - 2BR+/2BA (Sleeps 6) $1095-$1495/wk US Dollars
- 5 photosSun and Fun on Sandy Beaches at Runaway Bay - Bradenton Beach [#73023]
  - 2BR+/2BA (Sleeps 4-6) $700-$1100/wk - $2100-$3300/mo US Dollars
- 5 photosAnna Maria Island - Runaway Bay Condo... - Bradenton Beach [#78136]
  - 2BR+/2BA (Sleeps 4-6) From $650/wk - $2200/mo US Dollars
- 5 photosAnna Maria Island Cottage with Daily Housekeeping Services - Bradenton Beach [#89284]
  - 1BR+/1BA (Sleeps 4) From $160/nt US Dollars
- 5 photosThe Best of Runaway Bay on Bradenton Beach - Bradenton Beach [#91962]
  - 2BR+/2BA (Sleeps 5) From $700/wk - $2200/mo US Dollars
- 5 photosFamily Island Home on Water - Park & Beach - Summer Savings! - Bradenton Beach [#97337]
  - 4BR+/2BA (Sleeps 10-14) $1000-$1750/wk - $2000-$3750/mo US Dollars
- 5 photosUpdated Condo on Anna Maria Island at Runaway Bay - Bradenton Beach [#98422]
  - 2BR+/2BA (Sleeps 6) From $575/wk - $1900/mo US Dollars
- 5 photosRecent Cancellation Week of July 4th Open!!!!!~! - Bradenton Beach [#117015]
  - 3BR/1.5BA (Sleeps 6) $795-$995/wk US Dollars
- 5 photosBeach Cottage with Dock ~ Quaint "Old Florida" Style - Bradenton Beach [#124084]
  - 2BR+/1BA (Sleeps 3-5) $500-$700/wk US Dollars
- 5 photosBeautiful Three Bedroom Condo at Bradenton Beach Club - Bradenton Beach [#139907]
  - 3BR/2BA (Sleeps 4-8) $875-$1435/wk US Dollars
- 5 photosNew Unit at the Beach Club at Anna Maria, a New Condo Resort - Bradenton Beach [#151333]
  - 3BR+/2BA (Sleeps 6-8) $245-$345/nt US Dollars
- 5 photosParadise Found - It Really Doesn't Get Better Than This! - Bradenton Beach [#155904]
  - 2BR/2BA (Sleeps 4-6) From $750/wk - $2200/mo fully inclusive US DOLLARS/UK POUNDS
- 5 photosAnna Maria Island Paradise - Bradenton Beach [#171218]
  - 2BR/1BA (Sleeps 4-5) From $250/wknd - $500/wk - $1500/mo US Dollars
- 5 photosGulf View - Family Summer Vacation Specials-Swim-Boat-Fish - Bradenton Beach [#173559]
  - 2BR+/2BA (Sleeps 4-6) $800-$1200/wk - $2650-$3750/mo US Dollars
- 5 photos"Coconut Cottage" Anna Maria Island 2 BR Very Close to Beach - Bradenton Beach [#176925]
  - 2BR+/1BA (Sleeps 4-6) $450-$995/wk US Dollars
- 5 photosBeautiful Anna Maria Island - Bradenton Beach [#183045]
  - 2BR+/2BA (Sleeps 4-6) From $800/wk - $2400/mo US Dollars
- 5 photosCute Beachfront Condo Last Minute Specials Available - Bradenton Beach [#184294]
  - 1BR+/1BA (Sleeps 4) $75-$250/nt US Dollars
- 5 photosBeautiful Gulf View - Bradenton Beach [#185472]
  - 2BR/2BA (Sleeps 6) $1,300 - $1,500/wk US Dollars
- 5 photos"Key West Style Condo" - Bradenton Beach [#191181]
  - 3BR/2.5BA (Sleeps 4-6) $895-$1495/wk US Dollars
- 5 photosBradenton Beach Club Townhouse - Bradenton Beach [#193191]
  - 3BR+/2.5BA (Sleeps 6-8) $125 - 185/nt US Dollars
- 5 photosSunset Landings - Bradenton Beach [#203418]
  - 2BR/2.5BA (Sleeps 4) $1000/wk - $3200/mo US Dollars
- 5 photosJanuary 2009 Special*** - Stunning Gulf Front Condo-3 BR/2BA - Bradenton Beach [#207677]
  - 3BR/2BA (Sleeps 6) $1500-$2500/wk US Dollars
- 5 photosAnna Maria Island Condo 35 Steps to Gorgeous Gulf of Mexico - Bradenton Beach [#214919]
  - 1BR+/1BA (Sleeps 4) From $650/wk - $2900/mo US Dollars
- 5 photosCharming Studio Steps from Gorgeous Beach - Bradenton Beach [#218416]
  - Studio/1BA (Sleeps 2) From $500wk - $1200/mo US Dollars
- 5 photosOn the Gulf of Mexico - Bradenton Beach [#234426]
  - 2BR/2.5BA (Sleeps 4) $1200/wk US Dollars
- 5 photosAnna Maria Island 2 Bedroom Beachfront Condo - Bradenton Beach [#241546]
  - 2BR/2BA (Sleeps 4-5) $900-$1400/wk - $4600/mo US Dollars
- 5 photosBeautifully Decorated and Furnished - with Spacious Great Room - Bradenton Beach [#245670]
  - 3BR/2.25BA (Sleeps 6) $1400-$1700/wk US Dollars
    New!
- 5 photosAffordable Bradenton Beach Duplex - Bradenton Beach [#246477]
  - 2BR+/2BA (Sleeps 4-6) $125/nt - $475-$750/wk - $1500-$2300/mo US Dollars
    New!
- 4 photosFlorida Cottage Steps to Pristine Beaches - Bradenton Beach [#86585]
  - 3BR/1.25BA (Sleeps 6) $650-$900/wk US Dollars
- 3 photosRelaxing Tropical Setting for Romance or Family Fun, or Both! - Bradenton Beach [#4097]
  - 3BR/2.5BA (Sleeps 6) $840-$1190/wk - $3200-$4400/4 wks US Dollars
- 3 photosBeach Views. Duplex on the Gulf. Rent One or Both Units. - Bradenton Beach [#45508]
  - 4BR+/3.5BA (Sleeps 4-16) $650-$1000/wk US Dollars
- 3 photosNear Beach Rental... The Price is Right! - Bradenton Beach [#63989]
  - 2BR+/1BA (Sleeps 4-6) From $100/nt - $550/wk - $1700/mo US Dollars
- 3 photosAcross the Street from Gulf of Mexico - Bradenton Beach [#76764]
  - 2BR/2BA (Sleeps 4) $850-$950/wk US Dollars
- 3 photosBradenton Beach, Florida - Beautiful Beachfront Condominium - Bradenton Beach [#110825]
  - 2BR/2BA (Sleeps 4) $6,000/mo US Dollars
- 3 photosBeautiful Waterfront Home on Sarasota Bay - 100 Steps to Gulf - Bradenton Beach [#123024]
  - 2BR/2BA (Sleeps 4-6) $560-$2500/wk - $1050-$4500/mo US Dollars
- 3 photosOn Quaint Anna Maria Island - Bradenton Beach [#141623]
  - 2BR+/1BA (Sleeps 6) From $100/nt - $675/wk - $2600/mo US Dollars
- 3 photosBeach Barn Great for Reunions and Seminars - Bradenton Beach [#167696]
  - 5BR+/3BA (Sleeps 10-12) $950-$1675/wk - $2250-$4800/mo US Dollars
- 3 photosCute Beach Cottage on Anna Maria Island - Southwest, Florida - Bradenton Beach [#189487]
  - 2BR+/2BA (Sleeps 4-6) $100-$140/nt US Dollars
- 3 photosSteps to the Beach (Island Paradise) - Bradenton Beach [#217419]
  - 2BR+/1BA (Sleeps 4-6) From $100/nt - $675/wk - $2600/mo US Dollars
- 1 photoSit on the Dock by the Bay - Waterfront with Full Dock! - Bradenton Beach [#23695]
  - 3BR+/2BA (Sleeps 6-10) $600-$750/wk - $2000-$2500/mo US Dollars
- 0 photosCozy, Affordable & Just Steps from the Beach -Openings Now! - Bradenton Beach [#43746]
  - 2BR/1BA (Sleeps 5) From: $75/nt - $450/wk - $1600/mo US Dollars
- 0 photosIsland Condo 35 Steps to Gulf Beaches Runaway Bay - Bradenton Beach [#214914]
  - 1BR+/1BA (Sleeps 2-4) $650-$750/wk - $2200-$2850/mo US Dollars
Holmes Beach Vacation RentalsShow this location onlyBack to top
- 16 photosBeach Breakers 1 - Gulf-Front 3 BR Vacation Home! Wi-Fi! - Holmes Beach [#13969]
  - 3BR/2.5BA (Sleeps 8) $2100-$2800/wk US Dollars
- 16 photosBeach Breakers 3 - Luxury 3-Bedroom Gulf-Front Home with Wi-Fi - Holmes Beach [#30092]
  - 3BR+/2BA (Sleeps 10-12) $2100-$3325/wk US Dollars
- 16 photosDolphin's Run - Holmes Beach [#34734]
  - 3BR+/3BA (Sleeps 10) $1250-$1600/wk - $2800-$3700/mo US Dollars
- 16 photosLarge Condo with Pool (Special Rates) Steps to Beach - Holmes Beach [#96532]
  - 3BR/2BA (Sleeps 6) From $1000/wk - $3400/mo US Dollars
- 16 photosStunning Holmes Beach House with Canal Access & Boat Dock - Holmes Beach [#105717]
  - 2BR+/2BA (Sleeps 4-6) From $ 800/wk US Dollars
- 16 photosLuxurious, Modern, Waterfront, Island Home, Ralph Lauren Decor - Holmes Beach [#146144]
  - 4BR/3.5BA (Sleeps 8) $1800/wk - $5500-$7000/mo US Dollars/british stg
- 15 photosBeautiful Florida Beach Home with Pool - Holmes Beach [#119313]
  - 3BR+/2.5BA (Sleeps 6) $1795/wk - $6000/mo US Dollars
- 15 photosBeachy Keen - Holmes Beach [#224156]
  - 5BR/3.5BA (Sleeps 10) $1800-$2400/wk US Dollars
- 14 photosBeautifully Decorated with Great Views and Pool - Holmes Beach [#187770]
  - 2BR+/2BA (Sleeps 5-7) From $1000/wk US Dollars
- 13 photosAffordable & Relaxing Condo-Just 1 Block from Gorgeous Beaches - Holmes Beach [#168349]
  - 2BR+/2BA (Sleeps 4-6) $675-$1045/wk US Dollars
- 13 photosParadise Found in Anna Maria - Canal/Pool Home/Close to Beach - Holmes Beach [#207751]
  - 3BR/3BA (Sleeps 8) $1400-$1700/wk US Dollars
- 12 photosNewer, Beachwalk Townhome with Private Pool! - Holmes Beach [#16555]
  - 3BR+/2.5BA (Sleeps 8) From $1400/wk US Dollars
- 12 photosRelax at Banana Beach Guest House - Holmes Beach [#33226]
  - 1BR+/1BA (Sleeps 2-4) $700-$875/wk - $2000-$2750/mo US Dollars
- 12 photosBeautiful Island Villa with Heated Pool-4002 6th Ave. - Holmes Beach [#67389]
  - 3BR/3BA (Sleeps 6) $1200-$1400/wk US Dollars
- 12 photosIsland Paradise Found - Holmes Beach [#69005]
  - 3BR/2BA (Sleeps 8) $2485-$2765/wk. US Dollars
- 12 photosRedecorated Affordable Condo- Pool- Discounted Rates for June - Holmes Beach [#79139]
  - 2BR+/2BA (Sleeps 4-6) $110-$160/nt - $700-$975/wk US Dollars
- 12 photosCome Experience Uncomplicated Living in Our Beach Getaway! - Holmes Beach [#102691]
  - 2BR+/2BA (Sleeps 6) $2100-$2700/mo US Dollars
- 12 photos149/nt for Million Dollar Waterfront Views! Pool/Dock! - Holmes Beach [#104017]
  - 2BR+/2BA (Sleeps 4-8) $110-$150/nt (4 nt minimum) US Currency
- 12 photosDolphin Cottage - Feels Like Summer! - Holmes Beach [#118922]
  - 3BR/1.5BA (Sleeps 8) $700-$950/wk - $2500-$3600/mo US Dollars
- 12 photosPeacock Place - Feels Like Summer! - Holmes Beach [#118943]
  - 4BR+/2BA (Sleeps 12-14) $995-$1195/wk - $3600-$4200/mo US Dollars
- 12 photosIsland Walk II - Holmes Beach [#167172]
  - 3BR/2.5BA (Sleeps 6-8) From $1300-$1600/wk US Dollars
- 12 photosBeachfront - Open Door and You're There - Spacious 1 BR Flat - Holmes Beach [#232058]
  - 1BR+/1BA (Sleeps 2-4) $120-$180/nt - $750-$1150/wk US Dollars
- 12 photosAnna Maria Island 3 Bedroom Direct Gulf Front! - Holmes Beach [#247333]
  - 3BR/2BA (Sleeps 6-8) $1700/wk - $6000/mo US Dollars
    New!
- 12 photosGulf Front Condo - Anna Maria Island, Florida - Holmes Beach [#249159]
  - 2BR/2BA (Sleeps 4) $1000-$1200/wk - $4800/mo US Dollars
    New!
- 11 photos"La Coconut" Two Minute Walk to Beach- Sep-Oct-Nov Discounts - Holmes Beach [#61665]
  - 3BR+/2BA (Sleeps 6-8) $1400-$1800/wk US Dollars
- 11 photosCozy, Quaint Cottage with Private Beach, Wi-Fi, & Free Trolley - Holmes Beach [#241920]
  - 2BR/2BA (Sleeps 4) $111-$180/nt - $556-$900/wk US Dollars
- 10 photosIsland Getaway 2 Unit Duplex Just a Short Stroll to the Beach! - Holmes Beach [#99131]
  - 2BR+/2BA (Sleeps 4-6) From $99/nt - $600/wk US Dollars
- 10 photosBeach Cottage East and West with Heated Pool! - Holmes Beach [#100022]
  - 1BR+/1BA (Sleeps 2-4) $700-$800/wk US Dollars
- 10 photosAnna Maria Island Condo - 1 Min Walk to Sandy White Beaches - Holmes Beach [#104747]
  - 2BR+/2BA (Sleeps 4) $1128/2 wks - $2256-$2916/mo US Dollars
- 10 photosPlaya Encantada # 111 - Holmes Beach [#170475]
  - 2BR/2BA (Sleeps 4-6) $1000-$1500/wk US Dollars
- 10 photosIsland Paradise - Holmes Beach [#196304]
  - 2BR+/2BA (Sleeps 4-6) $550-$825/wk US Dollars
- 10 photosBeautiful Beach House in Holmes Beach - 5 Star Rental! - Holmes Beach [#210985]
  - 2BR+/2BA (Sleeps 4-6) From $125/nt - $800/wk - $2400/mo US Dollars
- 10 photosLuxury Townhome - Holmes Beach [#222653]
  - 3BR+/3BA (Sleeps 6-8) $400/nt - $2500/wk - $8000/mo US Dollars
- 9 photosLuxury 3 BR Gulf-Front. Nicest on Island! Wow Views.. - Holmes Beach [#47042]
  - 3BR/2.5BA (Sleeps 5) $2200/wk -3000/wk US Dollars
- 9 photos"Twin Palms" - Beautifully Furnished - Great Value Rental - Holmes Beach [#73422]
  - 3BR+/2BA (Sleeps 6) From $835/wk - $2350/mo US Dollars
- 9 photosCome & Enjoy Our Island Paradise - Holmes Beach [#75361]
  - 2BR+/3BA (Sleeps 5-6) $2600-$2900/mo US Dollars
- 9 photosSteps to the White Sandy Beaches of the Gulf of Mexico - Holmes Beach [#86992]
  - 2BR+/2BA (Sleeps 4-5) $1050-$1500/wk US Dollars
- 9 photosPool Home Steps to the Beach - 5623 Gulf Dr. Holmes Beach, Fl - Holmes Beach [#100377]
  - 3BR/2BA (Sleeps 6) $1500-$1600/wk - $4100-$4600/mo US Dollars
- 9 photosPatty's Beach Condo - 10 Steps from Paradise - Holmes Beach [#115754]
  - 2BR/2BA (Sleeps 4) $1600/wk - $4500/mo US Dollars
- 9 photosDazzling Panaramic Views ~ Home & Guest House W/Private Dock ~ - Holmes Beach [#238436]
  - 5BR+/3.75BA (Sleeps 10-12) $1,000/wk - $3,600/wk US Dollars
- 8 photosLet's Go to the Beach!!! - Holmes Beach [#75222]
  - 2BR+/2BA (Sleeps 6) $450-$600/wk - $1600-$2400/mo US Dollars
- 8 photosGulf Views from Every Room! - Holmes Beach [#100639]
  - 3BR+/3.5BA (Sleeps 9) From $219/nt US Dollars
- 8 photosGulf Front Duplex-Your Backyard is the Beach! - Holmes Beach [#194972]
  - 2BR/1BA (Sleeps 3-6) $950-$1600/wk - $4200/mo US Dollars
- 8 photos8000/Mo - 5 BR - Executive Waterfront Home with Private Dock - Holmes Beach [#212755]
  - 5BR/3BA (Sleeps 8-12) $7000-$8000/mo US Dollars
- 8 photosGulf Front Property - No Streets to the Beach ***New Rates*** - Holmes Beach [#220070]
  - 2BR/2BA (Sleeps 4) $600-$900/wk - $1800-$3000/mo US Dollars
- 8 photosSunkissed-15% Off Weekly Bookings in July & Aug - Private Pool - Holmes Beach [#220816]
  - 3BR/3BA (Sleeps 8) $1300-$1700/wk US Dollars
- 7 photosAnna Maria "Lifestyles" at La Casa Costiera in Holmes Beach - Holmes Beach [#71755]
  - 3BR/2.5BA (Sleeps 6) $2000-$3465/wk US Dollars
- 7 photosPlumeria Villa - Holmes Beach [#129277]
  - 2BR/2.5BA (Sleeps 10) $900/wk-$1200/wk US Dollars
- 7 photosNew Luxury Beach Cottage - Holmes Beach [#141474]
  - 2BR+/2BA (Sleeps 6) $1050-$1365/wk US Dollars
- 7 photosSummer Specials...Starting Aug. 15...**Yellowbird**Pool..Beach - Holmes Beach [#192080]
  - 2BR+/2BA (Sleeps 6-10) From $700/wk - $4200/mo US Dollars
- 7 photosUnexpected Blessings! One House from Beach - Holmes Beach [#199841]
  - 1BR+/1BA (Sleeps 4) From $160/nt - $995/wk - $3640/mo US Dollars
- 7 photosUnexpected Blessings II - One House from Beach, Great Views - Holmes Beach [#199883]
  - 3BR+/3BA (Sleeps 8) $250-$420/nt - $2450-$2650/wk US Dollars
- 7 photosAnna Maria Island Waterfront Perfect Hideaway! - Holmes Beach [#200891]
  - 2BR/1.5BA (Sleeps 4) $700/wk US Dollars
- 7 photosFeatured on the Tour of Homes - Holmes Beach [#222210]
  - 2BR+/3.5BA (Sleeps 4) $1800/wk US Dollars
- 6 photosPoinciana Cottage - Holmes Beach [#17909]
  - 3BR+/2BA (Sleeps 6-10) From $80/nt - $620/wk - $1800/mo US Dollars
- 6 photosBeautiful Private Home on Anna Maria Island, Florida! - Holmes Beach [#22311]
  - 3BR/2.5BA (Sleeps 6-8) $1600/wk - $5000/mo US Dollars
- 6 photosBeautifully Refurbished Home Minutes from the Gulf Beaches - Holmes Beach [#22314]
  - 3BR/2BA (Sleeps 6) $1600/wk - $5000/mo US Dollars
- 6 photosWonderful Private Home on Anna Maria Island, Florida - Holmes Beach [#22317]
  - 2BR/2BA (Sleeps 3-4) $1300/wk - $4500/mo US Dollars
- 6 photos100 Steps to the Beach + Pool & Wireless Internet Access - Holmes Beach [#65285]
  - 2BR+/1BA (Sleeps 4-6) From $700/wk low season US Dollars
- 6 photosSunbow Bay, Newly Renovated, 5 Minute Walk to the Beach - Holmes Beach [#65755]
  - 2BR/2BA (Sleeps 4) $1395-$2795/mo US Dollars
- 6 photosBeautifully Redecorated Ground Floor Condo at Holmes Beach - Holmes Beach [#72244]
  - 2BR+/2BA (Sleeps 4-6) $2000-$3500/mo US Dollars
- 6 photosBeautifully Decorated Island Duplex 300' to the Sand - Holmes Beach [#87071]
  - 2BR+/2BA (Sleeps 4) $900-$1125/wk US Dollars
- 6 photosDeluxe Townhouse in Gulf Beachfront Complex - Holmes Beach [#103192]
  - 2BR+/2.5BA (Sleeps 4-6) $1250/wk - $3200/mo US Dollars
- 6 photosThe House You'll Love~Unique, Relaxing~Comfortable, Clean~ - Holmes Beach [#156877]
  - 3BR/2BA (Sleeps 6) From $1000/wk - $3000/mo US Dollars
- 6 photosTownhouse/ 100 Steps to the Gulf of Mexico - Holmes Beach [#216829]
  - 2BR/1.5BA (Sleeps 4) $525-$945/wk US Dollars
- 6 photosGulf Beach Only 100 Steps Away - Holmes Beach [#238207]
  - 3BR+/2.5BA (Sleeps 8) $1143-$1821/wk US Dollars
- 5 photosBeautiful Terrace Condos of Holmes Beach - Holmes Beach [#18485]
  - 2BR/2BA (Sleeps 4-6) $735-$1085/wk US Dollars
- 5 photosCondominium - Close to Gulf Beaches! - Holmes Beach [#44177]
  - 2BR/2BA (Sleeps 4) $595-$950/wk - $1900-$2900/mo US Dollars
- 5 photosDawg Daze on Holmes Beach Florida - Holmes Beach [#44440]
  - 1BR+/1BA (Sleeps 2-4) $950-$1375/wk - $3800-$4800/mo US Dollars
- 5 photosSouthwind Resort - Three Houses from Beach! - Holmes Beach [#49686]
  - 5BR/3BA (Sleeps 10-16) $840-$1050/wk US Dollars
- 5 photosSunbow Bay - Holmes Beach [#50017]
  - 2BR+/2BA (Sleeps 4-6) $850-$1000/wk US Dollars
- 5 photosBeach Bound - Holmes Beach [#52008]
  - 3BR+/1.5BA (Sleeps 6-8) $800-$900/wk - $2500-$3100/mo US Dollars
- 5 photosPool and Short Walk to the Beach at This Private Paradise Home - Holmes Beach [#53500]
  - 3BR+/2BA (Sleeps 6-8) $1185-$1385/wk - $3985/mo US Dollars
- 5 photosGulf-Front Condominium - Holmes Beach [#61410]
  - 1BR+/1.5BA (Sleeps 2-4) $800/wk - $2900/mo US Dollars
- 5 photosDirect Gulf Front Residence - Holmes Beach [#72783]
  - 2BR/2.5BA (Sleeps 4-5) $1500-$2100/wk US Dollars
- 5 photosBeachfront La Casa Costiera Anna Maria-August Special-$2700/wk - Holmes Beach [#80537]
  - 2BR+/2BA (Sleeps 6) $2700-$3600/wk US Dollars
- 5 photosTropical Gulf-View Apartment-- No Streets to Cross to Beach! - Holmes Beach [#82848]
  - 1BR+/1BA (Sleeps 2-4) From $650/wk US Dollars
- 5 photosBeach House - Sit on the Wooden Deck & Watch the Dolphins - Holmes Beach [#93829]
  - 2BR+/3BA (Sleeps 6-8) $1800-$2725/wk US Dollars
- 5 photosGulf Beach Vacation - Holmes Beach [#117919]
  - 2BR+/2BA (Sleeps 4-6) $683-$1103/wk US Dollars
- 5 photosPalm Isle Village Resort - Holmes Beach [#128534]
  - 2BR+/2BA (Sleeps 4-6) From $142/nt - $998/wk US Dollars
- 5 photosTequila Sunrise - 417 28th St - Summer Rates Reduced! - Holmes Beach [#135464]
  - 3BR+/2.5BA (Sleeps 8-10) From $2,295 wk - $8,795/mo US Dollars
- 5 photosYour Own Private Pool & Only Steps Away from the Beach - Holmes Beach [#148784]
  - 2BR+/2BA (Sleeps 2-8) $785-$885/wk - $2685/mo US Dollars
- 5 photos"Happy House" Available January -April 2010 - Holmes Beach [#152468]
  - 2BR+/2BA (Sleeps 4-6) From $165/nt - $850/wk - $2500/mo US Dollars
- 5 photosCharming Pool Home with Dock Steps to the Beach! - Holmes Beach [#166061]
  - 3BR/3BA (Sleeps 8) From $1,400/wk US Dollars
- 5 photosAnna Maria Island Cottage Rental - Holmes Beach [#171589]
  - 1BR+/1BA (Sleeps 2-6) $600-$950/wk - $2000-$2900/mo US Dollars
- 5 photosMay and June Availability!! Beautiful Anna Maria Island Condo - Holmes Beach [#178867]
  - 2BR+/2BA (Sleeps 4-6) $770-$980/wk US Dollars
- 5 photosVilla Sunset on Heron's Watch Close to the Beach of Anna Maria - Holmes Beach [#180702]
  - 3BR+/2BA (Sleeps 6-8) $1100-$1200/wk US Dollars
- 5 photosBeautiful Island Home - Holmes Beach [#192443]
  - 3BR+/2BA (Sleeps 6-8) $675-$945/wk US Dollars
- 5 photosSeventh Heaven! - Holmes Beach [#200922]
  - 2BR+/2BA (Sleeps 4-6) $875-$1075/wk US Dollars
- 5 photosFabulous Rates at the Cove - Holmes Beach [#207488]
  - 2BR+/2BA (Sleeps 4-6) $650-$800/wk - $2400-$3000/mo US Dollars
- 5 photosBeautiful Condo Just Steps to Pristine Beaches - Fountainhead5 - Holmes Beach [#214431]
  - 2BR+/2BA (Sleeps 6) From $125/nt - $661/wk US Dollar
- 5 photosBeautiful Gulf-Front Home - Shady Palms - Holmes Beach [#219294]
  - 2BR+/1.5BA (Sleeps 4-6) $1650-$1950/wk US Dollars
- 5 photosAnna Maria Island Pool Block to Best Beach - Holmes Beach [#219526]
  - 2BR+/2BA (Sleeps 6-10) $800-$1575/wk US Dollars
- 5 photosCaymen Cay" 99 1/2 Steps to the Beach!! " - Holmes Beach [#219572]
  - 2BR/2BA (Sleeps 4-6) $750-$1000/wk US Dollars
- 5 photosFlorida Sun House - Holmes Beach [#220978]
  - 3BR+/2BA (Sleeps 6-8) $799-$2000/wk - $3800-$4000/mo US Dollars
- 5 photosSleeps 6 Townhouse 100 Yards to Beach (118 52 St Holmes Beach) - Holmes Beach [#224657]
  - 2BR+/1.5BA (Sleeps 4-6) $600-$875/wk US Dollars
- 5 photosNew Luxury Home and Pool, 600 Feet from Sandy Gulf Beach - Holmes Beach [#226815]
  - 3BR/2BA (Sleeps 8) $1715-$2030/wk US Dollars
- 5 photosGulf View -200 Steps to the Beach. Best Location on the Island - Holmes Beach [#230737]
  - 3BR/2BA (Sleeps 6) $1080-$1630/wk - $3554-$5103/mo US Dollars
- 5 photosA Peace of Paradise - Holmes Beach [#232843]
  - 3BR+/3BA (Sleeps 6) $3500-$4000/mo US Dollars
- 5 photosDelightful & Cozy 2 Bedroom 2 Bathroom-Only Steps to the Beach - Holmes Beach [#238387]
  - 2BR+/2BA (Sleeps 4-5) From $104/nt - $550/wk - $1800/mo US Dollars
- 5 photosCondo - 10 Steps Pool to Beach (2009 Discounts Available) - Holmes Beach [#241291]
  - 2BR+/2BA (Sleeps 6-8) $1000-$1500/wk - $4250-$5000/mo US Dollars
- 5 photosSea Isle, Villa Sirena - Holmes Beach [#242509]
  - 2BR/1BA (Sleeps 2-4) $150/nt - $850/wk, $2900/mo US Dollars
- 5 photosAnna Maria Island Private Beach House with Tiki Hut and Pool - Holmes Beach [#243760]
  - 2BR+/2BA (Sleeps 4-6) $900-$1200/wk - $3000/mo US Dollars
- 5 photosPrivate Pool and Gazebo Close to the Beach - Holmes Beach [#251985]
  - 2BR+/2BA (Sleeps 4-6) $1000-$1400/wk US Dollars
    New!
- 4 photosBeautiful Beach Getaway!! - Holmes Beach [#77796]
  - 1BR+/1BA (Sleeps 4) $650-850/wk US Dollars
- 4 photosImmaculate Pool Home - Holmes Beach [#124798]
  - 4BR/3BA (Sleeps 8) $1800/wk US Dollars
- 4 photosKey Royale Waterfront Home with Private Boat Dock - Holmes Beach [#147453]
  - 2BR+/2BA (Sleeps 4-6) From $675/wk - $3000/mo US Dollars
- 4 photosLuxury Beach Cottage on the Gulf of Mexico - Holmes Beach [#186282]
  - 3BR+/3BA (Sleeps 8-10) $4500/wk US Dollars
- 3 photosBlue Dolphin Vacation Rental Six Houses from the Gulf - Holmes Beach [#16804]
  - 2BR/2BA (Sleeps 3-6) $600-$800/wk - $1700-$3000/mo US Dollars
- 3 photosMy Little Bit of Paradise...on Holmes Beach, Fl - Holmes Beach [#73511]
  - 3BR+/2.5BA (Sleeps 6-8) $1300-$1500/wk US Dollars
- 3 photosGrandmother's Beachfront Cottage-- Old Fashioned Summer Fun - Holmes Beach [#77482]
  - 1BR+/1BA (Sleeps 2-4) From $750/wk US Dollars
- 3 photosRecently Redecorated, Sunny 3BR/3BA Home 7 Houses from Beach - Holmes Beach [#78968]
  - 3BR+/3BA (Sleeps 6-9) $975-$1150/wk US Dollars
- 3 photos2 Min Walk to Beach - Heated Pool - Anna Maria Island Florida - Holmes Beach [#85278]
  - 2BR+/1BA (Sleeps 4-6) $700-$975/wk US Dollars
- 3 photosStarting at $500/Week - 'Beachside Paradise' - Holmes Beach [#93007]
  - 1BR/1BA (Sleeps 2-4) $550-$650/wk US Dollars
- 3 photosCharming Beach House - Steps to the Beach - Views - Holmes Beach [#115360]
  - 3BR/2.5BA (Sleeps 6) $1200-$1400/wk US Dollars
- 0 photosGulf Front Condo Complex on Pristine White Sandy Beaches - Holmes Beach [#233646]
  - 2BR+/2BA (Sleeps 5-6) $1250-$1500/wk US Dollars
Other Anna Maria Island Properties Vacation RentalsShow this location onlyBack to top
- 8 photosYour New Home on the Gulf Coast - Other Anna Maria Island Properties [#193369]
  - 2BR+/2BA (Sleeps 4-6) From $875 to $1,400/wk US Dollars
- 5 photosAnna Maria Island **Jun-Oct Summer Special**$500 Per Week** - Other Anna Maria Island Properties [#15567]
  - 2BR+/2BA (Sleeps 4-6) $750-$1200/wk - $2400-$3650/mo US Dollars
- 5 photosBeach House Resort - Six Gulf-Front Condominiums - Other Anna Maria Island Properties [#98267]
  - 1BR+/1BA (Sleeps 2-4) $875-$1015/wk US Dollars
- 5 photosAnna Maria Island Beaches N Dreams - Other Anna Maria Island Properties [#102153]
  - 2BR+/1BA (Sleeps 4-6) $650-$800/wk - $2300-$2800/mo US Dollars
- 5 photosCottage Style Home in Tropical Paradise - Other Anna Maria Island Properties [#197310]
  - 2BR+/2BA (Sleeps 4-6) $950/wk - $3200/mo US Dollars
- 3 photosSea Shell Cottage - 118 Palmetto - Other Anna Maria Island Properties [#129420]
  - 2BR/2BA (Sleeps 6) $1350/wk - $3295/mo US Dollars
- 3 photosTropical Island Villa - Other Anna Maria Island Properties [#142868]
  - 3BR+/2BA (Sleeps 6-8) $850-$1000/wk US Dollars

Other areas nearby to Anna Maria Island

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Anna Maria Island Vacation Rentals by Owner

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