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Anna Maria Island Villas

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1394 rentals in Anna Maria Island.
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Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches, holiday rental in Anna Maria Island

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

2 bedrooms
2 bathrooms
Sleeps 4
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23 other travellers have booked this property
BAY FRONT HOUSE WITH PRIVATE DOCK, holiday rental in Anna Maria Island

BAY FRONT HOUSE WITH PRIVATE DOCK

2 bedrooms
2 bathrooms
Sleeps 6
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26 other travellers have booked this property
Bermuda Bay Club  betwn the Beach and Bay , elevator, nicely furnished, holiday rental in Anna Maria Island

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

3 bedrooms
3 bathrooms
Sleeps 6
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11 other travellers have booked this property
Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach, holiday rental in Anna Maria Island

Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach

3 bedrooms
3 bathrooms
Sleeps 6
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7 other travellers have booked this property
Blue Bayou, holiday rental in Anna Maria Island

Blue Bayou

2 bedrooms
2 bathrooms
Sleeps 4
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16 other travellers have booked this property
3004 AVE E, holiday rental in Anna Maria Island

3004 AVE E

3 bedrooms
2 bathrooms
Sleeps 8
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Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly, holiday rental in Anna Maria Island

Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly

2 bedrooms
2 bathrooms
Sleeps 4
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3 other travellers have booked this property
Bermuda Bay Townhome(19) miles of white sand beach, holiday rental in Anna Maria Island

Bermuda Bay Townhome(19) miles of white sand beach

3 bedrooms
3 bathrooms
Sleeps 6
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15 other travellers have booked this property
Bay Boulevard (ANN765), holiday rental in Anna Maria Island

Bay Boulevard (ANN765)

3 bedrooms
2 bathrooms
Sleeps 6
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Sunset Landings Condo with direct Gulf views, holiday rental in Anna Maria Island

Sunset Landings Condo with direct Gulf views

2 bedrooms
3 bathrooms
Sleeps 4
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3 other travellers have booked this property
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CURRENT SPECIAL: ANNA MARIA : BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath, holiday rental in Anna Maria Island

CURRENT SPECIAL: ANNA MARIA : BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath

3 bedrooms
2 bathrooms
Sleeps 4
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43 other travellers have booked this property
Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14, holiday rental in Anna Maria Island

Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14

4 bedrooms
3 bathrooms
Sleeps 14
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Sea'n'Sand Beachfront at La Costa with Tennis Court, Pool, BBQ & Elevator, holiday rental in Anna Maria Island

Sea'n'Sand Beachfront at La Costa with Tennis Court, Pool, BBQ & Elevator

2 bedrooms
2 bathrooms
Sleeps 6
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Relaxed Old Florida Lifestyle: Apt 162 Runaway Bay, holiday rental in Anna Maria Island

Relaxed Old Florida Lifestyle: Apt 162 Runaway Bay

2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Ohana Hale Beachside  Suite D 2 Bedroom with Gulf View, holiday rental in Anna Maria Island

Ohana Hale Beachside Suite D 2 Bedroom with Gulf View

2 bedrooms
1 bathroom
Sleeps 6
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25 other travellers have booked this property
$299 JAN or $399 FEB NIGHTLY 6 Bed 6.5 Bath 2 minutes to beach POOL SPA GARAGE, holiday rental in Anna Maria Island

$299 JAN or $399 FEB NIGHTLY 6 Bed 6.5 Bath 2 minutes to beach POOL SPA GARAGE

6 bedrooms
7 bathrooms
Sleeps 14
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Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach, holiday rental in Anna Maria Island

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveller has booked this property
Mi Herrmosa Casa - One story home with private heated pool; pet friendly, holiday rental in Anna Maria Island

Mi Herrmosa Casa - One story home with private heated pool; pet friendly

3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Fishful Thinking - a dream home with heated private pool - pet friendly, holiday rental in Anna Maria Island

Fishful Thinking - a dream home with heated private pool - pet friendly

2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveller has booked this property
Bay Breeze Cottages #1 (The Mahi-Mahi), holiday rental in Anna Maria Island

Bay Breeze Cottages #1 (The Mahi-Mahi)

1 bedroom
1 bathroom
Sleeps 4
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It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly, holiday rental in Anna Maria Island

It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pool Side, Great Yard, Firepit, Gulf + Beach View, 2 Kayaks, PaddleBoard,3BR/2Ba, holiday rental in Anna Maria Island

Pool Side, Great Yard, Firepit, Gulf + Beach View, 2 Kayaks, PaddleBoard,3BR/2Ba

3 bedrooms
4 bathrooms
Sleeps 9
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Sandcastle - Spacious home with amazing private pool - only minutes to beach!, holiday rental in Anna Maria Island

Sandcastle - Spacious home with amazing private pool - only minutes to beach!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 other traveller has booked this property
ISLAND TOWNHOUSE - 200 Steps to the BEACH, holiday rental in Anna Maria Island

ISLAND TOWNHOUSE - 200 Steps to the BEACH

2 bedrooms
2 bathrooms
Sleeps 4
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64 other travellers have booked this property
Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!, holiday rental in Anna Maria Island

Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 other travellers have booked this property
Marbella - GULF FRONT CONDO WITH BEAUTIFUL VIEW - Sleeps 4!, holiday rental in Anna Maria Island

Marbella - GULF FRONT CONDO WITH BEAUTIFUL VIEW - Sleeps 4!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 other traveller has booked this property
Mintfish, beautiful views across Bimini Bay! 4-Bed, holiday rental in Anna Maria Island

Mintfish, beautiful views across Bimini Bay! 4-Bed

4 bedrooms
4 bathrooms
Sleeps 8
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Lemonfish, stunning and spacious 4-bed rental!, holiday rental in Anna Maria Island

Lemonfish, stunning and spacious 4-bed rental!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New 'Searenity' Stand alone cottage 45 second walk to beach & bay dock pole incl, holiday rental in Anna Maria Island

New 'Searenity' Stand alone cottage 45 second walk to beach & bay dock pole incl

2 bedrooms
1 bathroom
Sleeps 4
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3 other travellers have booked this property
New listing! Pet-friendly home with private pool, short walk to the beach, holiday rental in Anna Maria Island

New listing! Pet-friendly home with private pool, short walk to the beach

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET, holiday rental in Anna Maria Island

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET

1 bedroom
1 bathroom
Sleeps 2
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2 other travellers have booked this property
Beautiful, Ocean-Front Home--Halcyon House, holiday rental in Anna Maria Island

Beautiful, Ocean-Front Home--Halcyon House

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Best Little Beach House on Anna Maria Island...With a pool, holiday rental in Anna Maria Island

Best Little Beach House on Anna Maria Island...With a pool

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Anna Maria Island Private Tropical Garden Home, holiday rental in Anna Maria Island

Anna Maria Island Private Tropical Garden Home

3 bedrooms
2 bathrooms
Sleeps 6
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25 other travellers have booked this property
Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba, holiday rental in Anna Maria Island

Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Dragonfly - Southern charm on the North end of Anna Maria Island, holiday rental in Anna Maria Island

Dragonfly - Southern charm on the North end of Anna Maria Island

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dream Lover Boat & Breakfast on Anna Maria Island, holiday rental in Anna Maria Island

Dream Lover Boat & Breakfast on Anna Maria Island

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 other travellers have booked this property
Fabulous One/Two Bedroom Apartments  On Anna Maria Island Special Rates 4/15-5/6, holiday rental in Anna Maria Island

Fabulous One/Two Bedroom Apartments On Anna Maria Island Special Rates 4/15-5/6

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family Fun Close to Beach, Pool Slide Spa & Elevator, holiday rental in Anna Maria Island

Family Fun Close to Beach, Pool Slide Spa & Elevator

4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Ocean View 3 bedroom, pool, North Shore Drive, holiday rental in Anna Maria Island

Ocean View 3 bedroom, pool, North Shore Drive

3 bedrooms
2 bathrooms
Sleeps 6
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41 other travellers have booked this property
3 Bedroom / 2 Bath Ground Level Cottage Near the Beach, holiday rental in Anna Maria Island

3 Bedroom / 2 Bath Ground Level Cottage Near the Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cottage! Quiet North- End Oasis, Steps To Bay And Gulf. Heated Pool., holiday rental in Anna Maria Island

Charming Cottage! Quiet North- End Oasis, Steps To Bay And Gulf. Heated Pool.

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps, holiday rental in Anna Maria Island

Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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$200  towards a private fishing charter with Captain Josh with 2020 reservation, holiday rental in Anna Maria Island

$200 towards a private fishing charter with Captain Josh with 2020 reservation

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl, holiday rental in Anna Maria Island

Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Visit  Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!, holiday rental in Anna Maria Island

Visit Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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A Pearl of a Beach Home - with luxury private heated pool and hot tub, holiday rental in Anna Maria Island

A Pearl of a Beach Home - with luxury private heated pool and hot tub

3 bedrooms
3 bathrooms
Sleeps 6
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32 other travellers have booked this property
PRIVATE POOL, WALK TO BEACH, holiday rental in Anna Maria Island

PRIVATE POOL, WALK TO BEACH

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach View Retreat - 180-degree Beach/Gulf Views, beach 30 feet away, Bridge Str, holiday rental in Anna Maria Island

Beach View Retreat - 180-degree Beach/Gulf Views, beach 30 feet away, Bridge Str

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Spacious Waterfront Pool, Spa, Bar, Dock, Near Beaches, 7.25-8.1 $4200+, holiday rental in Anna Maria Island

Luxury Spacious Waterfront Pool, Spa, Bar, Dock, Near Beaches, 7.25-8.1 $4200+

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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