This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Anna Maria Island Vacation Rentals Show this location only Back to top
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North Beach Condo Villa & Large Pool - Steps to Beach
3BR/2BA
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Sleeps 6
– Anna Maria #2184
$1050-$1800/wk, $4800/mo
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Listen to the Mermaids Sing at Sunrise Cottage - a Luxury Property
2BR/2BA
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Sleeps 6
– Anna Maria #24779
From $1,450 wk to $2,375 wk
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Luxurious Direct Beachfront Condo **Aug 24-Sep 14 Avail**
3BR+/2BA
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Sleeps 8
– Bradenton Beach #241889
$271 - $314 per night 4-7 night min stay
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New Luxury Home, Pool, 600ft from Sandy Gulf Beach
3BR+/2BA
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Sleeps 8
– Holmes Beach #226815
$1610 - $2450 per week 7 night min stay
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Best Value on Anna Maria. Gulf Views, Heated Pool, Sleeps up to 7
2BR+/2BA
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Sleeps 5-7
– Holmes Beach #187770
$1096 per week 7-31 night min stay
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Best Location on Island - Read Our Guest Reviews!
2BR/1BA
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Sleeps 4
– Anna Maria #48051
$693 - $1225 per week 7 night min stay
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By the C-Gulf Front with Heated Pool on Anna Maria Island
Studio/1BA
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Sleeps 4
– Bradenton Beach #343756
$119 - $167 per night 2 night min stay
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Super 7s Are Back!! Sleep 7 for $777!! 327 Steps to Best Beach
2BR/1BA
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Sleeps 5-7
– Anna Maria #221635
$111 - $254 per night 3-7 night min stay
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25 Steps to Sand Gulf Front Condo Private, Quiet, 1st Floor
2BR/2BA
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Sleeps 4
– Holmes Beach #288361
$1400 - $1750 per week 7 night min stay
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Ground Floor 3 Bedroom 2.5 Bath Duplex with Private Pool
3BR+/2BA
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Sleeps 7-9
– Holmes Beach #335197
$200 - $250 per night 3 night min stay
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3 Bedroom with Private Pool on Anna Maria Island
3BR/2BA
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Sleeps 6
– Holmes Beach #289514
$250 per night 3 night min stay
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Pineapple Cottage: 2BR/1BA Between the Gulf and Bay | Sleeps 6
2BR/1BA
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Sleeps 4-6
– Anna Maria #91669
From $1000/wk
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Spacious and Bright with Gulf Views and Heated Pool!
2BR/2BA
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Sleeps 5-6
– Anna Maria #217357
$995 - $1900 per week
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Elegant Beachfront Condo W/Pool ! Avail. May 19th - May 25th
3BR+/2BA
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Sleeps 8
– Bradenton Beach #394651
$1900 - $2800 per week
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Gulf Beachfront-Bradenton Beach-Anna Maria Island
2BR/2BA
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Sleeps 6
– Bradenton Beach #230374
$1155 - $1505 per week 7 night min stay
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Fabulous 5-Star Beach Home - Steps to the Beach!
4BR/3BA
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Sleeps 8
– Bradenton Beach #230694
$1490- $1590/Wk
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Absolute Anna Maria, Florida Beach Rentals, Anna Maria Island Vacation Rentals
2BR/2BA
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Sleeps 6
– Anna Maria #33732
$933 - $1800 per week
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Family Pool Home 4/3 Sleeps 12-14 200 Steps to the Beach Shops Closeby
4BR+/3BA
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Sleeps 12-14
– Anna Maria #103308
$2500/wk - $7500/mo
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Awesome Sunrise & Dolphins ~ Direct Bay Front Estate W/Dock
5BR/4BA
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Sleeps 10-12
– Anna Maria #238436
$4004 per week 7 night min stay
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Beach Cottage 2 Homes from the Gulf! 2/1 Completely Remodeled!
2BR/1BA
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Sleeps 4
– Holmes Beach #222210
$805 - $980 per week 7 night min stay
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World Class Condos at Fabulous Runaway Bay Resort Anna Maria Island
2BR+/2BA
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Sleeps 4-6
– Anna Maria #349304
$749 - $1449 per week 7 night min stay
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Anna Maria Rental Steps to Gulf Beach with Private Pool!
3BR+/2.5BA
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Sleeps 8
– Holmes Beach #16555
From $1400/wk
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Affordable Island Luxury Condo with Pool, Steps to the Beach.
3BR+/2BA
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Sleeps 6-8
– Holmes Beach #385246
$2100 per week 7 night min stay
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Spinnakers Vacation Cottage (Cabin 1)
1BR+/1BA
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Sleeps 2-4
– Holmes Beach #382185
$725- 950
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Key West Style House, Steps from the Beach
3BR/3BA
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Sleeps 6
– Bradenton Beach #342371
$1255 and up
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Beach, Private Fishing Dock, Pool & Spa Tropical Paradise
3BR+/2BA
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Sleeps 7
– Anna Maria #325871
From $2200/wk
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Best Beach on Anna Maria 200 Yards North End Heated Pool Wifi
5BR+/3BA
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Sleeps 10
– Anna Maria #326820
$2100- $3000/wk
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Anna Maria 2/1 Cottage 200 Steps to Beach Large Lagon Pool
2BR+/1.25BA
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Sleeps 4-6
– Anna Maria #103309
$950/wk - $4000/mo
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Steps to Beach & Free Trolley-1850 Sqft of Luxury! Aug/Sep Specials!!!
3BR+/2BA
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Sleeps 6-8
– Bradenton Beach #309120
$900 - $1595 per week 7 night min stay
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Newly Remodled / 100 Yards to Spectacular Beach / West of Gulf Blvd
3BR+/2BA
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Sleeps 8
– Anna Maria #313336
$150 - $200 per night 1-7 night min stay
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Come & Enjoy Our Island Paradise
2BR/2BA
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Sleeps 4
– Anna Maria #75361
Weekly Rates from $2,000 to $2,400
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Spoil Yourself! Pool-Spa-Dock-Sea+Only Steps to Sugar-White-Sand. Gem!
4BR/3BA
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Sleeps 8
– Anna Maria #439787
$329 - $729 per night 2-7 night min stay
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Private 3 Bedroom House with New Pool
3BR/2BA
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Sleeps 6
– Holmes Beach #430260
$250 per night 3 night min stay
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Waterfront Pool Home, Anna Maria, 4 Bed 3 Bath, 2mins to Beach
4BR/3BA
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Sleeps 8
– Anna Maria #163918
$1499/2295wk
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Island Place Cottage: 1BR/1BA Quaint Pet-Friendly Cottage | Sleeps 4
1BR+/1BA
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Sleeps 2-4
– Anna Maria #178363
$125/nt - $850- $900/wk
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Luxury Gulf Front 3bd Condo --- La Casa 7 with Special Pricing!
3BR/3BA
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Sleeps 8
– Holmes Beach #259801
$329 - $399 per night 3-7 night min stay
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Bayside - 4bd Pool Home *Fantastic Location* 350 Yards to Beach
4BR+/3BA
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Sleeps 8-10
– Anna Maria #149466
$1795- $2395/wk $
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Charming Island Bungalow with Heated Pool
3BR/2BA
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Sleeps 6
– Anna Maria #179315
From $1400/wk
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Terraces 1-Beautiful End Unit Town Home with Garage Near Beach
2BR+/2BA
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Sleeps 4-6
– Holmes Beach #318523
$750-$1100/wk - $2600-$3600/mo
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Heated Private Pool - Late April and Summer Dates Still Available
3BR/3BA
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Sleeps 8
– Holmes Beach #279164ha
$1600 per week
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Spoonbill Hideaway - Private Pool/Spa/Across from Gulf Beach!!
3BR/2BA
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Sleeps 6
– Anna Maria #323970
$1800- $2250/wk
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Listen to the Mermaids Sing at Sunset Cottage - a Luxury Property
3BR+/3BA
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Sleeps 6-8
– Anna Maria #417775
From $1,650 wk to $2,575 wk
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Elegant Gulf Front Condo Overlooking Both Beach and Pool
3BR+/2.5BA
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Sleeps 6
– Holmes Beach #396393
From $2695 to $4150/wk
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Anna Maria Island's Most Spectacular Penthouse with Direct Gulf Views
3BR/3BA
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Sleeps 6
– Holmes Beach #318707
$449 - $749 per night 2-7 night min stay
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Tropical Paradise* Elevator,3 King En Suites, New *Heated Pool
3BR/3BA
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Sleeps 6
– Anna Maria #394058
1800.00- 2900.00
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Island Paradise Unit # 6- Luxury Direct Gulf Front Condo, Heated Pool
3BR/2BA
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Sleeps 8
– Holmes Beach #266586
$1,395 per week and up + taxes and fees
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New Anna Maria Island Cottage!! Swim up Tiki Bar !
2BR+/2BA
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Sleeps 6-7
– Holmes Beach #342133
$225 per night 2 night min stay
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Key West Style Beach Home- Overlooks Gulf, with Pool
4BR+/3.5BA
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Sleeps 10-13
– Anna Maria #399728
$3010 - $4200 per week 7 night min stay
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Professionally Decorated 'Beach Basket' Just 4 Homes from the Beach!
2BR+/2BA
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Sleeps 4-6
– Anna Maria #440105
$1400 - $1800 per week 7 night min stay
- Brand New 3/2 Luxury Home with Heated Pool 3 Houses from the Beach! 3BR/2BA – Sleeps 8 – Holmes Beach #340769
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Beachside Hideaway; a Writer's or Artist's Studio Retreat
1BR/1BA
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Sleeps 2
– Anna Maria #392237
From $1060 to $1170/wk - ALL INCLUSIVE
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Beachside Cottage, New Private Pool! Quiet, Comfortable 2BR/2BA
2BR/2BA
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Sleeps 4
– Anna Maria #389842
From $1600/wk - $1900/wk, ALL INCLUSIVE
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Gulf Front Condo with Spectacular View and Heated Pool.
1BR/1BA
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Sleeps 4
– Bradenton Beach #389195
$127 - $210 per night
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Sea Garden Cottage - 703 North Shore Drive, Anna Maria Fl
2BR/1.5BA
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Sleeps 4
– Anna Maria #400592
$1,250 - 1,800 USA
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Custom Home (Built in 2009) One Block from the Gulf!
4BR+/3BA
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Sleeps 10-14
– Anna Maria #257905
$2900- $3400/wk
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Brand New 4 Bed/3 Bath Fully Loaded Bungalow W Heated Pool Near Beach
4BR/3BA
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Sleeps 10
– Holmes Beach #293042
$3000 - 5000/wk
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Luxury Beach House with Spectacular Views -Beach,3BR & Loft
3BR+/2BA
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Sleeps 6-8
– Anna Maria #342950
$2100 to $2400
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Perfect Beachy Cottage - Darling, Artfilled 2BR, 1BA
2BR/1BA
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Sleeps 6
– Anna Maria #384830
From $1250/wk - $1450/wk ALL INCLUSIVE
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3 BR, 2.5 BA Pool, Steps to the Beach!
3BR+/2BA
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Sleeps 6-8
– Anna Maria #338783
From $1475 to $1775 / wk
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Anna Maria's Mermaid Key West Style House, Pool with Tiki Hut, Near the Beach
3BR/3BA
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Sleeps 6
– Holmes Beach #2036481ha
$1500 per week
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Island Dream-Luxury Island Home with Pool-North End of Island
4BR/4BA
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Sleeps 8-10
– Anna Maria #357337
From $1995 and up + taxes and fees
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Book Now for 2014 - Incredible Pool Home 4BR, 3BA, Perfect Gulf Beach
4BR/3BA
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Sleeps 10
– Holmes Beach #428481
$2350/wk INCLUSIVE - $2950/wk INCLUSIVE
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The Bay Front- Luxury Full Bay View House, Pool, Dock, Porches
6BR/4BA
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Sleeps 15-17
– Bradenton Beach #384087
$1995 and up + taxes and fees
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Canal Front Newly Remodled Home in Anna Maria with Pool!
2BR/2BA
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Sleeps 4-6
– Anna Maria #446771
Starting at $1000 per week
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Villa Maria- Luxury Home with Tropical Pool and Elevator
4BR/3BA
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Sleeps 8
– Anna Maria #368166
$1595 and up + taxes and fees
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Book Now for 2014! Exquisite Designer Beach Cottage, 3BR, 2BA
3BR/2BA
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Sleeps 8
– Anna Maria #437267
$1950/wk to $2250/wk - ALL INCLUSIVE
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Anna Maria Island Beach House! Sleeps 10 - Heated Pool
4BR/2BA
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Sleeps 10
– Other Anna Maria Island Properties #466127
$300 - $560 per night 2-7 night min stay
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Perfect Island Getaway - 1 Block to Beautiful Gulf Beach! 2BR, 2BA
2BR/2BA
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Sleeps 4
– Holmes Beach #402621
From $1350/wk - $1550/wk - ALL INCLUSIVE
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Villa Monica- Completely New Renovation, New Pool, Sleeps 8
3BR+/3BA
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Sleeps 8-10
– Holmes Beach #394257
Wkly from $1295 and up +taxes and fees
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New Fall Rates Totally Remodeled, Heated Pool, Steps to Beach & Pro Decorated
4BR/3BA
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Sleeps 8
– Anna Maria #458157
$2500 - $2900 per week 7 night min stay
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Key West Cottage- New Island Style Home, Tropical Heated Pool
4BR+/3BA
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Sleeps 8-10
– Holmes Beach #402742
From $1695/wk and up + taxes and fees
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Tortuga Bay-Canal Home, Dock,1minute Walk to Beach,Luxury Pool
5BR+/3BA
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Sleeps 10-12
– Anna Maria #408291
From $1995/wk and up+ taxes and fees
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La Plage Unit #2- Large, Luxury 4 Bedroom Gulf View Condo
4BR/3BA
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Sleeps 6-8
– Holmes Beach #443875
$465 per night 5 night min stay
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Coral Cottage- Newly Renovated Duplex with Private Heated Pool
2BR/2BA
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Sleeps 4-6
– Anna Maria #443230
$270 per night 5 night min stay
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Palm Villa- Newly Built Island Style Home, Tropical Heated Pool
3BR/3BA
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Sleeps 6-8
– Anna Maria #443473
$290 per night 5 night min stay
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The Blue Horizon- New, Luxury 9 Bedroom Direct Gulf Front-Pool
9BR/6BA
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Sleeps 18-22
– Anna Maria #443504
$5995- $12,995
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The Big Yellow House- Direct Gulf Front, Luxury Home with Heated Pool
5BR/4BA
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Sleeps 10-14
– Anna Maria #443754
$2795- $7995 + taxes and fees
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South Seas-New Luxury Home, Pool, Huge Water Slide, Short Walk to Bch.
6BR/4.5BA
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Sleeps 13-16
– Holmes Beach #407901
from $2295 and up+ taxes and fees
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Paradise Cove-Remodeled, Dock, Pool, North End of Ami, 2 Min to Beach
4BR/2BA
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Sleeps 8-10
– Anna Maria #443818
$270 per night 5 night min stay
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Moon Dance- Breathtaking Gulf Front Duplex Short Walk to Pine Avenue
2BR/1BA
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Sleeps 4
– Anna Maria #444679
$225 per night 5 night min stay
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Sunplaza West #115- Stunning Newly Furnished Beach Front Condo
2BR/2BA
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Sleeps 4
– Holmes Beach #444810
$1253 per week 7 night min stay
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Tropical Oasis-Luxury 8 Bedroom Next to Beach, Tropical Pool
8BR+/5.5BA
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Sleeps 16-20
– Holmes Beach #409899
From $2295 a wk and up + taxes and fees
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Beautiful 4-BR, Very Close to Gulf Beach, Large Heated Pool
4BR/2BA
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Sleeps 7
– Anna Maria #435811
$1,800 - $2,900/wk
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Cayman Bay-5300sq Ft. Luxury Canal Home, Pool, North End,Anna Maria
5BR/4BA
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Sleeps 12
– Anna Maria #450315
$2495 and up + taxes and fees
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La Plage Unit # 7-Luxury Direct Gulf Front, High Floor, 2200 Sq Ft.
3BR/2BA
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Sleeps 6-8
– Holmes Beach #455156
$1795 and up + taxes and fees
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Seahorse Cove: 4BR/5.5BA Canal Front with Beautiful Pool | Sleeps 10
4BR+/5BA
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Sleeps 8-10
– Anna Maria #440403
$3300- $3800/wk
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Elegant 3/2 with Elevator & Views of the Beach & Bay from the Roof Top Deck
3BR/2BA
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Sleeps 6-8
– Bradenton Beach #479890
$1200 - $2000 per week 7 night min stay
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Starfish Dreams: 2BR/2BA Canal Home with Pool | Sleeps 4
2BR+/2BA
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Sleeps 4
– Anna Maria #440237
$1200- $1400/wk
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Beautiful Villa by the Sea: 3BR/3BA Really Beautiful Villa | 10
3BR+/3BA
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Sleeps 6-10
– Holmes Beach #440360
$1400- $2000/wk
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Gorgeous New 4BR/3.5BA W/Pool, So Close to the Beach!
4BR+/3BA
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Sleeps 8-10
– Holmes Beach #441366
$1800 to $2600
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Sunways-on the Water-Half Way Between the Bay and the Gulf
4BR+/3BA
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Sleeps 8
– Anna Maria #398731
Rates vary seasonally $2400-$1600 U.S Dollars
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Mermaids Crossing-New Ground Level Beach Bungalow, Private Heated Pool
3BR/2BA
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Sleeps 6-8
– Anna Maria #469216
from $1195- $2295
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The Shady Mango - Anna Maria's Most Charming Coastal Cottage!
2BR/2BA
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Sleeps 4
– Anna Maria #452658
$1750 per week 7 night min stay
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Bon Ami: 3BR/2BA Less Than One Block from Beach | Sleeps 7
3BR/2BA
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Sleeps 7
– Anna Maria #447525
$1200- $1600/wk
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Seaside-Luxury Gulf Front Custom Home-Steps to the Beach/Water
3BR+/2.25BA
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Sleeps 8-10
– Anna Maria #388706
$1995 and up + taxes and fees
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View of the Gulf-Luxury Island Style Home with Pool, Tiki Bar
6BR/4.75BA
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Sleeps 12-14
– Holmes Beach #370245
$2495 and up + taxes and fees
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A Beautiful Vacation Home Your Family Will Love!!
4BR/0BA
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Sleeps 11
– Anna Maria #475007
$2000 to $2900 weekly
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Top Location - Literally Steps from Nicest Beach
4BR/2BA
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Sleeps 7-8
– Anna Maria #477856
$1750 - $2310 per week 7 night min stay
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4 Bed 3.5 Bath Keywest Style Home - Pool, Hot Tub and Game Room Too!
4BR/3BA
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Sleeps 11-13
– Other Anna Maria Island Properties #462017
$300 - $450 per night 1-7 night min stay
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6 Bedroom Luxury Beach House W/Pool Steps to the Gulf of Mexico
6BR/4BA
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Sleeps 13
– Anna Maria #467908
$2500.00- 6300.00
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North Beach Condo Villa & Large Pool - Steps to Beach
3BR/2BA
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Sleeps 6
– Anna Maria #2184
Overview of Anna Maria Island Vacation Rentals
Anna Maria Island Vacation Rentals Compliment Your Florida Vacation
Quaint, charismatic and referred to as "An Island in the Sun," Anna Maria Island is one of the best places in Florida to visit. Unlike other over-populated tourist attractions, Anna Maria Island has the cozy appeal of cottages, specialty shops and small business districts. You can walk miles of beaches, indulge in award winning restaurants and take pleasure in performing arts. Anna Maria Island vacation rentals are available in any size, with modern amenities and superb locations that put you in the heart of the island, or on the shores of the white sand beaches.
Southwest Florida Beach Rentals Spacious, Appealing, and Affordable
There are few places in the U.S. as attractive and inviting as the Sunshine State of Florida. Offering the ultimate getaway featuring water sports, fine dining, pristine shorelines and seaside bungalows designed for your relaxation, a Florida vacation puts paradise in your hands. When traveling there, consider Southwest Florida beach rentals. Offering you so much more than a hotel, you get a private house, condominium, or cottage with ample space and the appeal of home. What's more, a Southwest Florida beach rental is as affordable as a hotel or resort, so your budget remains intact while your accommodations are stepped up a notch.
Anna Maria Island Condos Offer You the Best in Lodging
With the charm of an antiquated seaside town and the beauty of the Gulf Coast, Anna Maria Island is vacationer's hideaway where you can surf, sunbathe, or walk the beaches. With so much to experience—from food to recreation, Anna Maria Island condos give you the best in lodging with their price, convenience and amenities. Whether you desire a condominium on the shore or in the city, Anna Maria Island has a condominium rental available that is easy to reserve and will be even easier to enjoy.