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Wireless Internet
Air conditioning
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Private pool

Heated pool
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Cot available
Sea view
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Shared outdoor pool (unheated)
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Boat available
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Staffed property
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Smoking - Ask
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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
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146 apartments

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Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

2 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$173

Great rentals within 20 miles that match your search

Quiet pool home with lake view, close to beaches

Venice house

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$230

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$127

Littlelakelife

Port Charlotte house

2 bedrooms
1 bathroom

sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$114

Luxury Gorgeous Renovated Good Neighborhood 3 Bed

Port Charlotte bungalow

2 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$109

Luxury Beach Cotttage

Sarasota cottage

1 bedroom
1 bathroom

sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

Match: Private outdoor pool (unheated)

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Price per night from

$534

LEMON BAY COTTAGE

Englewood house

3 bedrooms
2 bathrooms

sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Responds fast! avg. 3 hours 39 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$104

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 2 hours 0 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$1,006

Summertime Vacation Port Charlotte

Port Charlotte house

2 bedrooms
1 bathroom

sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$104

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$259

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 38 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$242

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

7 bedrooms
3 bathrooms

sleeps 15

Responds fast! avg. 2 hours 0 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$2,846

3 bedroom tropical Family home with private pool.

Venice house

3 bedrooms
2 bathrooms

sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$287

Golf - Florida 3 Bed Villa on 99 Hole Golf Estate

Rotonda West house

3 bedrooms
3 bathrooms

sleeps 6

“Great Location to Beaches- Quiet Getaway” My husband and I have previously lived in Southwest Florida and have been trying to get back for a vacation for a few years now. This house was perfect for our needs. The house was well stocked and comfortable. Our kids ages 12, 10, and 5 had a great time! Our only minor complaint was with the pool. It was pretty chilly since it is solar heated. My kids still got in, but it was too cold for my husband and I. The management team made everything very easy for us. We would like to visit again!

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$190

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

3 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$216

Endless Summer | Privacy | Pool | great Price

El Jobean house

3 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$200

Updated Home, Saltwater Pool/Spa, BBQ, Pond Views, 6 Min Bike Ride to Siesta Key

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$228

Siesta Key Beach | Private Pool

Fruitville house

2 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$400

4 min Walk to Siesta Key Beach Access, Wifi/YTube TV, Private Heat Optional Pool

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$264

Midcentury modern pool home on Siesta Key w/ gorgeous backyard

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$303

Gorgeous Siesta Key Home, Heated Pool/Spa w/Remote, Bike to Beach, WiFi, Game R

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$244

Home with Private Pool, Fenced Yard, Smart TV, Single Car Garage, BBQ

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$119

Heated Pool Near Arlington Park Outdoor Kitchen

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$182

New Listing Fully Renovated, Saltwater Pool, Smart TV’s /WiFi, Covered Parking,

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$203

Pool, 2 Mi. to Beach, WiFi, Walk to Cafes, Dog OK

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$121

Added New Pool! South Sarasota Home, 10 Min to Siesta Key, Wi-Fi, Screened Patio

Gulf Gate Estates house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$148

Rare opening in March. 5 Min Walk to Beach, Pool

Gulf Gate Estates house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$747

Siesta Key 4 Bedroom, Walk to Siesta Key Beach in 7 mins, Canal Home, Heated Spl

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$329

Steps to Siesta Key Beach, Pool/Spa/Tiki Bar

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$316

Private Pool, 6 Mins Beach, 2 Family Rooms, Cable

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$162

Lower Prices! Walk to Village, Heated Saltwater Pool

Siesta Key house

3 bedrooms
4 bathrooms

sleeps 6

“Beautiful and clean private home with pool and close to everything!” The home was in walking distance to village and beach. Beautiful and clean home with private pool. The home had everything that we could ask for. We had an outstanding time on our vacation. We will definitely return to this home again.

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$196