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1,065 house rentals

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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

Match: Shared outdoor pool (heated) Housekeeping Included Safe Satellite TV Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

River Hall Fully Furnished

Fort Myers condo

3 bedrooms
2 bathrooms

sleeps 6

5 of 6 match: Housekeeping Included, Shared outdoor pool (heated), Safe, Satellite TV, Swing set or jungle gym, Swimming pool

5 of 6 filters match

Price per night from

$104

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$410

GUEST HOUSE

Fruitville guest house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 29 minutes

5 of 6 match: Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swing set or jungle gym, Swimming pool

5 of 6 filters match

Price per night from

$107

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$272

Vacation Rental Boutique Suite Bicycles

Englewood private room

1 bedroom
1 bathroom

sleeps 2

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

1 bedroom
1 bathroom

sleeps 2

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

1 bedroom
1 bathroom

sleeps 2

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$247

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

1 bedroom
1 bathroom

sleeps 2

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$224

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

5 of 6 match: Housekeeping Included, Shared outdoor pool (heated), Safe, Satellite TV, Swing set or jungle gym, Swimming pool

5 of 6 filters match

Price per night from

$161

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Satellite TV, Swimming pool

4 of 6 filters match

Price per night from

$131

apartment condo

Punta Gorda condo

2 bedrooms
2 bathrooms

sleeps 4

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Satellite TV, Swimming pool

4 of 6 filters match

Price per night from

$178

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$109

Beautiful West coast Florida waterfront home with a top to bottom update in 2015

Cape Coral house

5 bedrooms
4 bathrooms

sleeps 11

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$573

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms
1 bathroom

sleeps 4

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Satellite TV, Swimming pool

5 of 6 filters match

Price per night from

$319

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

2 bedrooms
1 bathroom

sleeps 3

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$574

#1 Beach - "Super Clean" - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$435

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$144

Bright Clean Happy Vacation Condo

Venice condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$115

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 32 minutes

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$340

Country club life with lakewiew

Fort Myers apartment

3 bedrooms
2 bathrooms

sleeps 6

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$210

Siesta Key Gulf View Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 33 minutes

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$448

Siesta Key vaca rental

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 8

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$230

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$230

Beautiful secluded totally renovated condo at The Sanctuary in Englewood Florida

Cape Haze condo

4 bedrooms
3 bathrooms

sleeps 8

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$230

Beachplace Building 7 Great View

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$180

Frangi Pani at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$490

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$228

Relaxing and quite apartment in a great location

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$189

Modern Mansion with Private Arcade: Pool, Views & Space for 15 Guests!

Port Charlotte house

6 bedrooms
5 bathrooms

sleeps 16

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$654

Siesta Key/Derby Bay

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Satellite TV, Swimming pool

3 of 6 filters match

Price per night from

$287