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Wireless Internet
Air conditioning
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Private pool

Heated pool
Private indoor pool
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Cot available
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Shared outdoor pool (unheated)
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Private outdoor pool (heated)
Private outdoor pool (unheated)
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Linen provided
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Bicycles available
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Pets
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Parking
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Golf course on site or within 15 min walk
Golf within 30mins drive
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198 beach rentals

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

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available Shared indoor pool

All filters match

Price per night from

$115

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Shared indoor pool

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: Bicycles available, 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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$172

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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$376

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

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, 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: Bicycles available, 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: Bicycles available, 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: Bicycles available, 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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$311

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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$414

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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$376

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

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$275

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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$220

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: Bicycles available, Shared indoor pool

1 of 2 filters match

Price per night from

$414

Pass-A-Grille Beach House

St. Pete Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$218

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$295

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$194

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$490

NEW LISTING Downtown Beach-town Pet-Friendly 10 Acre Park 1 BD/1BA Apartment-621

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$138

Sarasota Rambler | Downtown MidMod Stay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$315

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$92

SAPPHIRE - HARBOR ISLE

Bradenton Beach townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$287

Sarasota Apartment in Downtown !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$190

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$295

Beach-town Downtown Family and Pet-Friendly Home at 10 Acre Park in Sarasota-629

Sarasota house

3 bedrooms
4 bathrooms

sleeps 9

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$295

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$490

Parrot Paradise Sarasota ~Low cleaning fee~ near Dtwn, beach, airport, pinecraft

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$108

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$489

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$258

Stay near the beach and downtown

Sarasota house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$69

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$192

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

Studio
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$152

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

1 bedroom
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Bicycles available

1 of 2 filters match

Price per night from

$126

Viewing 38 of 198
rentals in Anna Maria Island

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Vacation Rentals & Beach Rentals in Anna Maria Island

Per night

198 beach rentals

Viewing 38 of 198rentals in Anna Maria Island

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Viewing 38 of 198
rentals in Anna Maria Island