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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Games room
Clothes dryer
Pool or snooker table
Table tennis
Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Smoking allowed
Non-Smoking property
Smoking - Ask
Children - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Lakefront
Waterfront

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297 cottages

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Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

2 bedrooms
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 14 minutes

Match: Rental types Kettle

All filters match

Price per night from

$132

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 1 hour 57 minutes

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$194

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: Rental types, Kettle

1 of 2 filters match

Price per night from

$138

Stay near the heart of Sarasota

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

A Comfortable getaway!

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Just a mile to downtown Sarasota!

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$98

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$305

The cozy hideaway!

North Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$182

Luxury Village Townhouse w/ Gulf and Beach Views

Siesta Key townhouse

2 bedrooms
2 bathrooms

sleeps 8

“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$659

Live Like a Local in the Heart of Sarasota!

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$251

Siesta Beach House - 203 / Sunny Daze

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Siesta Surf Cottage #3

Siesta Key log cabin

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$153

Castel Del Mare 1624 - 402

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Blue Ranch Retreat

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$228

Siesta Beach House - 202

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Siesta Surf Cottage #2

Sarasota log cabin

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$140

Siesta Beach House - 204

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Beach Road - Capri

Siesta Key studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$91

Siesta Beach House - 310 / Come n' Beach It

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$115

Beach Road - Bari

Siesta Key studio

Studio
1 bathroom

sleeps 3

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$126

Sea Club II

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$166

Siesta Surf Cottage #1

Siesta Key log cabin

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$140

New Listing Updated Private Home, 1 Mile to Nokomis Beach, Fido OK, WiFi/Smart T

Nokomis house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$126

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$206

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$493

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$295

Beautiful Townhouse in Prime Location with Private Beach Access!

Siesta Key townhouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$238

Steps to your private Siesta Key beach for your ideal vacation or staycation

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$276

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$230

Beachplace Building 3 unit 302

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$187

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

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$108

Downtown Sarasota quiet/clean & perfect location to everything incl legacy trail

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$183

Sarasota Apartment in Downtown !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$189

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$229

Artist Housing Near Downtown - Townhouse 3

Sarasota townhouse

4 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$144

Artist Housing Near Downtown - Townhouse 5

Sarasota townhouse

4 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$144

Walk to the beach and downtown

Sarasota house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$69

Artist Housing Near Downtown - Townhouse 2

Sarasota townhouse

4 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Kettle

1 of 2 filters match

Price per night from

$144

Viewing 38 of 297
rentals in Siesta Key

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Cottages Siesta Key

Per night

297 cottages

Viewing 38 of 297rentals in Siesta Key

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Viewing 38 of 297
rentals in Siesta Key