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Wireless Internet
Air conditioning
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Private indoor pool
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Cot available
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Horse riding
Beach or lakeside relaxation
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Skiing – property near ski resort

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121 beach rentals

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

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared indoor pool Horse riding

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: Shared indoor pool Horse riding

All filters match

Price per night from

$173

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Horse riding, 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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$173

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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$220

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Horse riding, 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: Horse riding, 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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$414

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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$376

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: Horse riding, 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: Horse riding, 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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$414

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: Horse riding, 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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$311

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

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$275

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: Horse riding, Shared indoor pool

1 of 2 filters match

Price per night from

$339

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$295

Remodeled Exquisite Home. 10 min from the Beaches of Anna Maria Island. 7min IMG

South Bradenton house

4 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$344

Anna Maria Island Vacation Home

Holmes Beach townhouse

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$258

Luxury Resort Sleeps 26!

Palma Sola house

8 bedrooms
5 bathrooms

sleeps 26

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$2,289

One Of The Last One Story Beach Houses

Indian Shores house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$328

❤️ Family Getaway ❤️ Special Rates ⚡️ March 19 - March 26 | Fully Stocked

Palma Sola house

4 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$602

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$338

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$229

Anna Maria Island Beach Watch

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$248

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$239

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$163

The Loft at Crescent Lake

St. Petersburg apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$132

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$434

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$305

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$517

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$345

Boca Ciega Condo, #107, St Petersburg, Florida

St. Petersburg condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$206

Anna Maria Island Beach Paradise 10

Holmes Beach studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$228

Alice's Beach Bungalows Private Oasis #2

Treasure Island bungalow

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$229

Stunning 2,550 Sq.ft House, FL

Bradenton house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$286

Boca Ciega Condo, #203, St Petersburg, Florida

St. Petersburg condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$206

Boca Ciega Condo, #109, St Petersburg, Florida

St. Petersburg condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Horse riding

1 of 2 filters match

Price per night from

$206

Viewing 38 of 121
rentals in Anna Maria Island

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Vacation Rentals & Beach Rentals in Anna Maria Island

Per night

121 beach rentals

Viewing 38 of 121rentals in Anna Maria Island

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Viewing 38 of 121
rentals in Anna Maria Island