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 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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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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Summertime Nines Are Fine! $999 Total, Total, Total. 329 Steps to Best Beach
2BR+/1BA
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Sleeps 5-7
– Anna Maria #221635
$150 - $254 per night 3-7 night min stay
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World Class Fabulous Condo at Runaway Bay Resort Special $649 5/25-6/01 Only
2BR+/2BA
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Sleeps 4-6
– Anna Maria #349304
$700 - $1449 per week 7 night min stay
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Spacious and Bright with Gulf Views and Heated Pool! Aug 3-10 Available!
2BR/2BA
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Sleeps 5-6
– Anna Maria #217357
$142 - $271 per night
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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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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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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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Charming Island Bungalow with Heated Pool
3BR/2BA
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Sleeps 6
– Anna Maria #179315
From $1400/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
$133 - $257 per night
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North Anna Maria Waterfront Pool Home 4 Bed/3 Bath 24 May 5 Nts Only $1499
4BR/3BA
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Sleeps 8
– Anna Maria #163918
$1499/2295wk
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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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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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Awesome Sunrise & Dolphins ~ Direct Bay Front Estate W/Dock
5BR/4.5BA
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Sleeps 10-12
– Anna Maria #238436
$4004 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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Beach, Private Dock & Boat Lift, Pool & Spa Tropical Paradise
4BR/2BA
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Sleeps 8-9
– Anna Maria #325871
From $2100/wk
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Tropical Paradise* Elevator,3 King En Suites, New *Heated Pool
3BR/3.5BA
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Sleeps 6
– Anna Maria #394058
1800.00- 2900.00
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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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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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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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Beachside Cottage, New Private Pool! Quiet, Comfortable 2BR/2BA
2BR/2BA
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Sleeps 4
– Anna Maria #389842
From $1575/wk - $1900/wk, ALL INCLUSIVE
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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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Spoil Yourself! Pool-Spa-Dock-Sea+Only Steps to Sugar-White-Sand. Gem!
4BR/3.5BA
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Sleeps 8
– Anna Maria #439787
$329 - $729 per night 2-7 night min stay
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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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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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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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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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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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3 BR, 2.5 BA Pool, Steps to the Beach!
3BR+/2.5BA
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Sleeps 6-8
– Anna Maria #338783
From $1475 to $1775 / wk
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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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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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Professionally Decorated, Totally Remodeled with Heated Pool, Steps to Beach
4BR/3BA
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Sleeps 8
– Anna Maria #458157
$2500 - $2900 per week 7 night min stay
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Villa Maria- Luxury Home with Tropical Pool and Elevator
4BR/3.5BA
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Sleeps 8
– Anna Maria #368166
$1595 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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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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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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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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The Blue Horizon- New, Luxury 9 Bedroom Direct Gulf Front-Pool
9BR/6.5+BA
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Sleeps 18-22
– Anna Maria #443504
$5995- $12,995
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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 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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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/1.5BA
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Sleeps 4
– Anna Maria #444679
$225 per night 5 night min stay
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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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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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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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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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Beautiful 4-BR, Very Close to Gulf Beach, Large Heated Pool
4BR/2.5BA
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Sleeps 7
– Anna Maria #435811
$1,800 - $2,900/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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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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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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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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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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Sunset Landing- Moderatly Priced New Luxury 6 Bed, Heated Pool, West of Gulf Dr.
Studio/0BA
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Sleeps 12-14
– Anna Maria #473590
$1895- $3995
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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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Adorable 2 Bed 2 Full Bath Home on the North End of Anna Maria
2BR/2BA
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Sleeps 4-6
– Anna Maria #470717
$1350- $1700
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Angel Fish Cottage - Steps to Beach - Private Heated Pool
2BR/1BA
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Sleeps 6
– Anna Maria #158732
$160 - $175 per night 4 night min stay
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Beautiful Beach Escape Home - Four Houses from the Beach
4BR+/3BA
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Sleeps 8
– Anna Maria #172443
$1600 - $2100 per week 7 night min stay
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Tip of the Island! 3BR+Den, Heated Pool, Canal/Dock, Walk to Beaches
3BR+/2BA
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Sleeps 8
– Anna Maria #191441
$1300/wk - $1750/wk (Fall $200/night)
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Life's a Beach at This Gorgeous Gulf View Condo
2BR/2BA
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Sleeps 4-6
– Anna Maria #47190
$900- $2200/wk
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Seaside Sanctuary - Read Our Reviews - 100% Positive
2BR+/2BA
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Sleeps 4-6
– Anna Maria #260347
From $1200/week
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Seaside Sanctuary #2 - Read Our Reviews - 100% Positive
3BR+/2BA
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Sleeps 6-8
– Anna Maria #298525
From $1200/wk
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Chic Luxury Waterfront Home-Dock, Pool/Spa, 1 Block to Beach
5BR+/3BA
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Sleeps 12-16
– Anna Maria #375693
$1000 per night 3 night min stay
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Anna Maria Island Waterfront Paradise-on Bimini Bay 120' Dock
4BR/3BA
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Sleeps 8
– Anna Maria #333724
$250 - $300 per night 2-7 night min stay
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Anna Maria Beach House - Great Water View, Perfect Beach
2BR/2BA
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Sleeps 4
– Anna Maria #246854
$1375/wk - $1575/wk - ALL INCLUSIVE
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April Special Northshore Beach House, Anna Maria Island,Pine Ave
3BR/2BA
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Sleeps 7-8
– Anna Maria #283527
$850- $1300/wk/moly available
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Beach 'N' Bay **150 Yds to Beach** from $735/Week
2BR/2BA
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Sleeps 4-6
– Anna Maria #89761
$735- $1465/wk
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Ocean Vistas **Deluxe Beach Front** - Anna Maria Island Club
2BR/2BA
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Sleeps 4
– Anna Maria #95858
$1695- $2185/wk
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Beach House Condos - 5 Star Platinum - Jacuzzi 8 - Golf
1BR+/1BA
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Sleeps 4
– Anna Maria #127658
$100- 125/nt
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Beach Getaway, One Minute Walk from the Beach
3BR+/3BA
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Sleeps 10
– Anna Maria #247237
$1600- $1950/wk
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4 BR "Nantucket-Style" Home - Short Walk to Gulf-Front Beach
4BR/3BA
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Sleeps 10
– Anna Maria #14042
From $225/nt
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Canal Front 3 BR/2 BA - Pool on Gladiolus Street, Anna Maria
3BR+/2BA
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Sleeps 6-8
– Anna Maria #132509
$1400- $1700/wk
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Breakaway - Waterfront Home!! Quiet, Peaceful, Perfect!!!
3BR/2BA
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Sleeps 6
– Anna Maria #75009
$300 per night 5 night min stay
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Aloha Home - Beach Getaway 2 Minute Walk from Beach
3BR+/1BA
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Sleeps 8
– Anna Maria #231197
$1700./wk to $3280wk it varies, inquire
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Sapphire Surf - Private Heated Pool, North End, Ground Level,
2BR/2BA
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Sleeps 6
– Anna Maria #394277
$1,175 - $1,800/wk
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Beach House on Anna Maria Island-Rental Openings
3BR+/2.5BA
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Sleeps 8-16
– Anna Maria #303317
$1350 to $2000/wk - - $3500 to $8000/mo
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At Last -Tropical Home with Pool. Close to Beaches and Shops.
3BR/2BA
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Sleeps 6
– Anna Maria #338198
$1500.00 - $1900.00 / week
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Location Location! Northshore Beach Villa,Anna Maria Island, Pine Ave.
2BR/1BA
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Sleeps 5-6
– Anna Maria #394722
$700- $1100/wk
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Dreamy One Story Florida Cottage
3BR+/2BA
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Sleeps 6-7
– Anna Maria #267324
$2500- $3500/WK
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Sea 'N' Sand Beachfront Condo with Elevator - La Costa
2BR+/2BA
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Sleeps 4-6
– Anna Maria #118344
$1435- $1965/wk
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Fabulous Waterfront Property**Spring Specials!*
3BR/2.75BA
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Sleeps 8
– Anna Maria #195638
$1500-$2400/wk - $6800-$7200/mo
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Tropical Retreat, Spacious Pool Home, North End!!!
3BR+/2.5BA
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Sleeps 6-8
– Anna Maria #256882
$1500- $1950/wk
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Surfs up! Luxury 2 Bed / 2 Bath Home in Anna Maria W Htd Pool!
2BR/2BA
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Sleeps 4
– Anna Maria #438886
$1505 - $1960 per week 7 night min stay
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Sweet Dreams Steps from the Beach
2BR+/2BA
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Sleeps 5-6
– Anna Maria #195302
$2250.00- $4200.00
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Waterfront Home in the Heart of Anna Maria.
4BR/3.5BA
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Sleeps 10
– Anna Maria #369283
$1900/wk
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Best Deal on the Island! All Positive Reviews!
3BR/2BA
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Sleeps 7-8
– Anna Maria #315310
$1250- $1500. wk
- The Perfect Gulf Front Vacation, Directly on the Beach! 3BR/2BA – Sleeps 6 – Anna Maria #374721
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Almost Beachfront (Heated Pool)...Summer Almost Booked up
5BR/4BA
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Sleeps 10
– Anna Maria #226676
$2300-$3850/wk - $5600/mo Dollars
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Villa Christina 4 Bed 4 Bath Private Pool
4BR+/4BA
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Sleeps 8-10
– Anna Maria #273547
$1995- $3595/wk
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Anna Maria, Brand New Home, Never Rented, Gulf Views 6 BR
6BR+/4.5BA
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Sleeps 14
– Anna Maria #418935
$2800- $5000 WEEK US DO.LARS
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Maple Avenue Cottage - Steps to the Sugar White Beach
3BR+/2BA
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Sleeps 6-8
– Anna Maria #378381
From $ 883/wk
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Seagrape Lane Cottage with Prime Beach Location!
2BR/1BA
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Sleeps 6
– Anna Maria #376325
From $1999/wk
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Jacaranda Island Beach Home with Private Pool
3BR+/2BA
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Sleeps 6-8
– Anna Maria #378380
From $ 1023/wk
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Oleander House-4 Bed/3 Bath Home-Pool-3 Porches!
4BR/2.5BA
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Sleeps 8
– Anna Maria #424887
$286-357 night; $5440-6800 month
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Roosterfish- 2 Bed/2 Bath Home on the North End of Anna Maria W Private Pool!
2BR+/2BA
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Sleeps 7-8
– Anna Maria #388994
$1200- $1500/wk
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Beachbreeze-Luxury 6 Bed Island Home, Pool, 1 Block to Beach
6BR/3.5BA
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Sleeps 12-14
– Anna Maria #366193
Range from $2495 and up + taxes and fees
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Beachfront Home, Super Views, Dogs Stay Free, Walking Beach
3BR/2BA
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Sleeps 6
– Anna Maria #382204
$295 per night 2 night min stay
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Gulf Front Vacation in Paradise
3BR/2BA
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Sleeps 6
– Anna Maria #292768
$1600.00---- $2050.00.
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Fabulous Pool Home, Three Houses from the Beach!
4BR/3BA
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Sleeps 8-10
– Anna Maria #167774
From $1525wk to $2475wk
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15% Off a Week May!! Hammock in the Sun-3bd/3BA-Pool
3BR+/3BA
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Sleeps 6-8
– Anna Maria #421041
$1400- 2000wk
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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 Vacation Rentals
Enjoy and Relax with Anna Maria Vacation Rentals
When it comes to having a relaxing and enjoyable time on vacation, where you stay each night can have a lot to do with it. You don't want to be out having fun each day and then be forced to return to a cramped motel room. Instead of putting yourself through that, why not check out Anna Maria Island condos? when you stay in one of them, or one of the fabulous Anna Maria beach houses, you can have a lot of space for your friends and family to get together, while still enjoying private bedrooms to get away when it's time to get some rest.
What to Do on Anna Maria Island
While you're looking for Anna Maria vacation rentals, be sure to look at how close they are to the kinds of things that you want to do. Food and shopping will likely be important, but there are plenty of other things to do near Anna Maria Island condos, as well. You can check out the City Pier Restaurant, go by Coastal Watersports and rent a waverunner, or take a trip with Cortez Kat Party Boat Fishing Charters. You can also have a great adventure with Dive With Us Scuba, Inc, and don't forget that it's only a two-and-a-half hour drive to Disney World.
Getting the Best Deal on Anna Maria Beach Houses
When you're looking for Anna Maria vacation rentals, make sure that you find what you're looking for early, especially if you'll be visiting the island during the peak season. The earlier you book your trip, the better chance you have of getting what you really want and not needing to settle for something else. All of the Anna Maria Island condos are good choices, but some might be more accommodating to your specific needs than others.