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Air conditioning
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Cot available
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Smoking - Ask
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2,392 house rentals

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Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

Match: Air conditioning Table tennis Staffed property Walking trips Secure parking

All filters match

Price per night from

$132

Luxury waterfront retreat with Sailing

Saint James City b&b

3 bedrooms
3 bathrooms

sleeps 9

4 of 5 match: Table tennis, Walking trips, Air conditioning, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$860

Luxury All Inclusive Fully Furnished House on the Gulf Coast in Venice Florida

Venice house

3 bedrooms
2 bathrooms

sleeps 2

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Table tennis, Secure parking

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Price per night from

$268

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Table tennis, Walking trips, Air conditioning, Staffed property, Secure parking

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Price per night from

$285

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

4 of 5 match: Table tennis, Walking trips, Air conditioning, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$267

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

4 of 5 match: Table tennis, Walking trips, Air conditioning, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$149

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

4 of 5 match: Walking trips, Air conditioning, Table tennis, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$115

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

4 of 5 match: Walking trips, Air conditioning, Table tennis, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

4 of 5 match: Walking trips, Air conditioning, Table tennis, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$117

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: Air conditioning, Secure parking, Walking trips, Table tennis, Staffed property

3 of 5 filters match

Price per night from

$114

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$81

Manasota Beachy Cottage

Manasota Key house

4 bedrooms
2 bathrooms

sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Table tennis

3 of 5 filters match

Price per night from

$155

Shorewalk waterfront Condo Bradenton

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

3 of 5 match: Walking trips, Table tennis, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$96

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$161

Wide Water Direct Gulf Access Cape Coral Rubicon Canal Pool Home with Boat Dock

Cape Coral house

3 bedrooms
2 bathrooms

sleeps 4

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$344

Spectacular Condo in Venetian Palms 2 bedroom/2 bath w/Lanai

Biggar condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 23 minutes

3 of 5 match: Walking trips, Staffed property, Air conditioning, Table tennis, Secure parking

3 of 5 filters match

Price per night from

$98

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

3 of 5 match: Walking trips, Table tennis, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$345

120 Steps to the Beach with beach gear included!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 5 match: Walking trips, Table tennis, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$425

Beach Get-Away Downtown Pet-Friendly 1 bedroom apartment at a 10 acre park-633

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$138

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$301

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$510

Modern, child-friendly villa with heated pool, right on the water with jetty

Cape Coral house

4 bedrooms
3 bathrooms

sleeps 8

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$253

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$345

Relax Relax Relax! Close to the RSW airport!!

Fort Myers house

3 bedrooms
2 bathrooms

sleeps 6

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$165

3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS

Siesta Key townhouse

2 bedrooms
4 bathrooms

sleeps 6

Responds fast! avg. 2 hours 38 minutes

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$431

Peaceful escape at Pelican Sound Club

Estero apartment

3 bedrooms
2 bathrooms

sleeps 6

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$230

Waterfront Gulf Access Home with Pool, Spa, Dock, perfect for families, couples

Cape Coral house

3 bedrooms
4 bathrooms

sleeps 8

3 of 5 match: Table tennis, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$459

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

3 of 5 match: Walking trips, Staffed property, Air conditioning, Table tennis, Secure parking

3 of 5 filters match

Price per night from

$183

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

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

3 of 5 match: Walking trips, Staffed property, Air conditioning, Table tennis, Secure parking

3 of 5 filters match

Price per night from

$477