Sarasota Cottages | FlipKey Vacation Rentals

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Pool or snooker table
Table tennis
Games room
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Bicycles available
Boat available
Stove
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Climbing frame
Swing set or jungle gym
Trampoline
Private fishing lake or river
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
City breaks
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
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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32 cottages

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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: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$532

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$241

Now Available - Modern Pool Home 1/29-2/26 2022 due to last minute cancellation!

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$274

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$567

Zen Bungalow

Sarasota house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$258

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Private Pool Home Paradise- Detached Guest Suite- 8 minutes to Gillespie Park. 6

Sarasota house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$150

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$171

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$171

Firethorn 322 at Midnight Cove Siesta Key, FL.

Sarasota apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$249

Firethorn 612 at Midnight Cove Siesta Key, FL.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

Doveplum 724 at Midnight Cove Siesta Key, FL.

Sarasota townhouse

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$256

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$203

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$116

Great Private Pool, Heat Extra, 2.5 miles to Beach, Dog Allowed, WiFi/Cable, BB

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$131

Large Pool Home, BBQ, YouTube TV, One Level

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$136

Lower Pricing! Stunning Heated Pool, Lanai w/ TV

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$184

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$148

Lower Prices! Private Pool, WiFi, King Master w/En-suite, Garage, Washer/Dryer,

Gulf Gate Estates house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$125

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$126

Private & Quiet Pool Home on Cul-de-sac, Garage, WiFi/Cable, BBQ, Dog Friendly,

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$174

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$761

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

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$162

Heated Pool Near Arlington Park Outdoor Kitchen

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$186

Walk to Waters Edge, Wi-Fi, Dogs Allowed, 50's Retro Furnishings, Saltwater Pool

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$228

Fido Friendly w/Fenced Yard, Spa/Swimming Pool, Wi-Fi, Large Ranch Home, Large L

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$149

Pet Friendly Guest House - Enjoy some peace at Indian Beach - Saphire Shores!

Sarasota cottage

1 bathroom

sleeps 2

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$229

Great rentals within 20 miles that match your search

Vacation Waterfront Cottage

Myakka City cottage

1 bedroom
1 bathroom

sleeps 4

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$157

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Cottages Sarasota

Per night

32 cottages

Luxury Beach Cotttage

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Now Available - Modern Pool Home 1/29-2/26 2022 due to last minute cancellation!

New Coastal Pool + Game Room home - sleeps 10

Zen Bungalow

Beautiful Location On Bay Side, Water View, Pool

Private Pool Home Paradise- Detached Guest Suite- 8 minutes to Gillespie Park. 6

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Firethorn 830 at Midnight Cove Siesta Key

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Firethorn 322 at Midnight Cove Siesta Key, FL.

Firethorn 612 at Midnight Cove Siesta Key, FL.

Doveplum 724 at Midnight Cove Siesta Key, FL.

Doveplum 221 at Midnight Cove Siesta Key, FL.

Firethorn 822 at Midnight Cove Siesta Key, FL.

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

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

Great Private Pool, Heat Extra, 2.5 miles to Beach, Dog Allowed, WiFi/Cable, BB

Large Pool Home, BBQ, YouTube TV, One Level

Lower Pricing! Stunning Heated Pool, Lanai w/ TV

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

Lower Prices! Private Pool, WiFi, King Master w/En-suite, Garage, Washer/Dryer,

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

Private & Quiet Pool Home on Cul-de-sac, Garage, WiFi/Cable, BBQ, Dog Friendly,

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

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

Heated Pool Near Arlington Park Outdoor Kitchen

Walk to Waters Edge, Wi-Fi, Dogs Allowed, 50's Retro Furnishings, Saltwater Pool

Fido Friendly w/Fenced Yard, Spa/Swimming Pool, Wi-Fi, Large Ranch Home, Large L

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Pet Friendly Guest House - Enjoy some peace at Indian Beach - Saphire Shores!

Vacation Waterfront Cottage

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rentals in Sarasota

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Cottages Sarasota

Per night

32 cottages

Viewing 32 of 32rentals in Sarasota

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rentals in Sarasota