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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Washing machine
Jacuzzi or hot tub
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Cot available
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Shared outdoor pool (unheated)
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Private outdoor pool (heated)
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Shared outdoor pool (heated)
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Staffed property
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Tennis in town
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Golf course on site or within 15 min walk
Golf within 30mins drive
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77 beach rentals

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

1 bedroom
1 bathroom

sleeps 4

Match: Shared indoor pool Housekeeping Included

All filters match

Price per night from

$172

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$161

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$172

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$311

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$339

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$275

LaPlaya 202D-Picture this from your lanai or sundeck: Palm trees, beach, turquoi

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the s

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$220

LaPlaya 108B-Dream views of the Gulf from your private balcony or screened lanai

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$376

LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit with a private

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$311

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$376

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$344

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Shared indoor pool

1 of 2 filters match

Price per night from

$115

Tiny Home Camping Experience

St. Petersburg yurt

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$287

St Pete Beach fun in sun!

St. Pete Beach condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$155

Tiny Treasure - Stunning waterfront condo with dock (102)

Treasure Island condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$228

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$102

NEW! Staying with friends or family? Ask them to rent you a GuestWing!

St. Petersburg caravan/mobile home

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$205

Steps to your private Siesta Key beach for your ideal vacation or staycation

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$276

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$409

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$482

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$234

Perfecto's Suite #2

Bay Pines apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$166

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$77

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$194

Sunset Suite

St. Pete Beach studio

Studio
1 bathroom

sleeps 1

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$172

2BR/2BA Apartment in Downtown Sarasota, Pet-Friendly, Close to Lido Beach(5mins)

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$105

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$1,032

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$517

St Pete Sunshine Cottage ENTIRE HOME

St. Petersburg house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$171

The Corner Retreat

Bradenton house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$183

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$778

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$629

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$549

Viewing 38 of 77
rentals in Anna Maria Island

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Vacation Rentals & Beach Rentals in Anna Maria Island

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77 beach rentals

Viewing 38 of 77rentals in Anna Maria Island

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Viewing 38 of 77
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