50 Best Sarasota Vacation rentals on Holiday Lettings - Apartments

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Lido Key
10 properties

Sarasota

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301 Vacation rentals

10

Home rental in Sarasota with indoor pool, golf nearby

Southwest Gulf Coast / Sarasota

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury house with private pool situated on Tara golf and country club in Sarasota, Florida. Our house is bright, spacious and fully air-conditioned. The house is furnished to a high standard throughout. There is a lounge with dining area. There is a large br …see more

from $110 / night

$768 - $1276 / week

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from $110 / night

(1) Excellent 

11

Lido Key Vacation bungalow rental

Sarasota / Lido Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
We are the happy owners of a cozy and charming cottage on the coast of Florida. Since we do not live permanently and fun - we live in this beautiful area and our wonderful holiday - gladly give to others, we rent the cottage to anyone who is in need of a holiday paradis …see more

from $106 / night

$739 - $1642 / week

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from $106 / night

(19) Excellent 

Certificate of Excellence

36

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Family friendly beautiful & charming paradise the coastal Manor is situated directly on a small waterway that leads into the Bay from Sarasota. Sports and shopping facilities are within walking distance. At the hotel's own pool, you may have to round off your day. Child …see more

Certificate of Excellence

from $150 / night

$970 / week

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from $150 / night

18

Heritage Oaks Golf and Country Club Vacation bungalow rental

Sarasota / Heritage Oaks Golf and Country Club

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Swimming pool
You are renting a completely and comfortably equipped home in the 'gated' Golf & country club HERITAGE OAKS, located in the eastern part of Sarasota. Our 2002-home has about 150 m² living space including 2 separate sleeping areas each with bathroom. All floors are in la …see more

from $135 / night

$945 / week

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from $135 / night

(2) Excellent 

19

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room …see more

from $82 / night

$568 / week

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from $82 / night

22

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Air conditioning
  • Pet friendly
Beautifully fully furnished and equipped ground floor apartment overlooking water and private golf course in Heritage Oaks Golf and Country Club near Florida's Gulf Coast with its beautiful sandy beaches. This property has open plan dining, living room and fully equippe …see more

from $80 / night

$560 / week

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from $80 / night

(2) Excellent 

14

Vacation condo with golf nearby in Heritage Oaks Golf and Country Club

Sarasota / Heritage Oaks Golf and Country Club

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
This immaculate upstairs condo (1354 sq ft) is situated in the gated golf course community of Heritage Oaks. The condo has stunning views over the 14th fairway from the spacious dining area and fully equipped kitchen. There is an en suite master bedroom with a kin …see more

from $70 / night

$484 - $710 / week

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from $70 / night

17

Sarasota Vacation villa rental

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
A 3 bedroom/2 bathroom villa situated in a quiet residential location only minutes from downtown Sarasota.It has a private and secluded south facing garden with its own caged, solar heated private pool which catches the sun throughout the day.(electric pool heater is av …see more

from $100 / night

$697 / week

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from $100 / night

(1) Excellent 

16

Vacation home with swimming pool, golf nearby in Sarasota

Southwest Gulf Coast / Sarasota

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
Enjoy your time in Sarasota in this newly renovated 3 bedroom 2 bathroom pool home. Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Ke …see more

from $100 / night

$700 - $1660 / week

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Responds fast!
avg. 1 hour 19 minutes

from $100 / night

25

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Escape to the Gulf Coast in this 4-bedroom, 3-bathroom Sarasota vacation rental house that comfortably sleeps 10. This spacious home boasts 3,100 square-feet of luxurious living space, a covered pool area and an abundance of other amenities. Melt your worries away in th …see more

from $150 / night

$1050 - $1715 / week

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Responds fast!
avg. 19 minutes

from $150 / night

(8) Very Good 

6

Vacation home with shared pool in Sarasota

Southwest Gulf Coast / Sarasota

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
Bring nothing but YOURSELVES park model completely equipped. Great location,near malls,restaurants,Walmart etc. PARK offers many amenities Olympic size pool,tennis,shuffle board,horseshoes,an many more including pool-side restaurant & bar with food. Also keep …see more

from $49 / night

$343 / week

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from $49 / night

(7) Very Good 

Certificate of Excellence

34

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage …see more

Certificate of Excellence

from $295 / night

$2000 - $2700 / week

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Responds fast!
avg. 15 minutes

from $295 / night

(2) Excellent 

20

Vacation home rental

Southwest Gulf Coast / Sarasota

3 8 21 nights min

  • 3 bedrooms
  • Sleeps 8
  • 21 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
Fantastic home in a great location. Minutes from the best beach in the US, Siesta Keys. Beautiful solar heated pool with lanai, lounge chairs, outdoor shower, outdoor dining area, BBQ grill. Awesome lake views. Indoors you have an updated kitchen, full dining room, fire …see more

from $190 / night

$1575 / week

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Responds fast!
avg. 28 minutes

from $190 / night

(6) Excellent 

22

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Elegant - Very private Tropical Setting - Relax in a steamy hot tub in the privacy of all fenced in Pool Area. Leather sofas, LCD TV, DVD/CD Stereo System. High Speed Internet, Cable TV, Tile throughout. Fully equipped Gourmet Kitchen with a wet bar, Stainless steel App …see more

from $165 / night

$1150 - $1620 / week

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Responds fast!
avg. 15 minutes

from $165 / night

11

Vacation home with shared pool in Sarasota

Southwest Gulf Coast / Sarasota

2 1 90 nights min

  • 2 bedrooms
  • Sleeps 1
  • 90 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
A truly beautiful, light, bright, 2-bedroom, 2-bath villa in Sandleheath. This villa offers ground-floor living with vaulted ceilings, updated decor/furnishings, a glass-enclosed lanai with expansive golf-course views, a one-car garage, and WiFi included. 3-month minimu …see more

from $84 / night

$584 / week

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from $84 / night

(23) Excellent 

Certificate of Excellence

46

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overl …see more

Certificate of Excellence

from $175 / night

$1150 - $1620 / week

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Responds fast!
avg. 15 minutes

from $175 / night

(1) Good 

27

Vacation apartment rental

Southwest Gulf Coast / Sarasota

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
This property is attached to the main house but has a private entrance with a private patio and back yard. A 10 minute drive to either Siesta Key or Lido Beach and minutes from downtown Sarasota, this charming 'Old Florida' one bedroom apartment is available for weeken …see more

from $85 / night

$450 - $800 / week

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Responds fast!
avg. 2 hours 18 minutes

from $85 / night

(7) Very Good 

20

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillo …see more

from $285 / night

$1750 - $1850 / week

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from $285 / night

(17) Excellent 

44

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
This location is central to everything and everywhere in Downtown Sarasota, near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park. This Charming Florida style home has been tot …see more

from $110 / night

$770 / week

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Responds fast!
avg. 1 hour 8 minutes

from $110 / night

(11) Excellent 

58

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Siesta Beach was just voted best beach in the US Our condominium is in Building 5 Unit 203 and is located beachfront at the Siesta Dunes Resort on Crescent Beach, about a half mile north of Stickney Point Road on Midnight Pass Road. We are on the second floor with a be …see more

from $228 / night

$1595 - $2295 / week

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from $228 / night

(10) Excellent 

25

Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
This 2 bedroom, 2 bath unit is in the quiet complex of Sea Winds. It is one of the most updated and best units in this complex. All NEW Tile floors, and ALL NEW Stainless appliances. Located just 2 blocks South of the South Bridge on Siesta Key, it is within walking di …see more

from $100 / night

$595 - $1200 / week

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from $100 / night

(25) Very Good 

6

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This Gulf Front unit has tile throughout the common areas, and carpet in the bedrooms. Both bathrooms have been recently renovated and offer new tiled showers and floors, as well as granite counter tops and new cabinets. The sage green and soft taupe paint offers a calm …see more

from $243 / night

$1693 / week

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from $243 / night

26

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Firethorn unit has 2 bedrooms, one and one half baths, full galley kitchen with all appliances, a breakfast bar, living room w/sleeper, dining room as well as an oversized lanai with a large dining set for open air meals. Large flat screen TV in the living room with hig …see more

from $125 / night

$875 - $1640 / week

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from $125 / night

(19) Excellent 

44

Vacation home rental

Southwest Gulf Coast / Sarasota

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Our 4 bedroom, 3 bath house is located in a family friendly neighbourhood on the side of a tidal canal. Have your morning coffee on the covered pool side lanai as you enjoy the wildlife that calls the canal home. 2 sets of sliding doors lead out to the lanai and pool (3 …see more

from $119 / night

$709 - $1927 / week

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Responds fast!
avg. 48 minutes

from $119 / night

(28) Excellent 

8

Apartment rental in Sarasota

Southwest Gulf Coast / Sarasota

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Relax in your own beachfront paradise condo. Enjoy a special treat, watching dolphins, or sun bathing from your second floor personal 30 ft. balcony, then experience beautiful private sunsets or go to the building's unique 5th floor sundeck. Just open your doors and ove …see more

from $243 / night

$1693 / week

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from $243 / night

26

Vacation home with golf nearby in Lido Key

Sarasota / Lido Key

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
Golf Country Club in a very quiet luxuriant and preserved vegetation. Easy access to the private fairways. No membership necessary for temporary residents. More than 40 golf clubs within the 20 miles around. Nice 4 bedrooms and 3 bathrooms recently remodeled. Large cag …see more

from $236 / night

$1650 - $2650 / week

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Responds fast!
avg. 3 hours 29 minutes

from $236 / night

(4) Excellent 

28

Vacation home rental

Southwest Gulf Coast / Sarasota

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Southgate house description We refer to this Florida Home as 'Goldy Lox's West Wing on Bermuda Brook.' This comfortable mid-century Florida home is located central to all things Sarasota. We chose this home for its location and ease of access to beaches, downtown, shopp …see more

from $175 / night

$1175 / week

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Responds fast!
avg. 3 hours 18 minutes

from $175 / night

24

Home rental in Sarasota with golf nearby

Southwest Gulf Coast / Sarasota

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
4/5 Bed Rooms, 3 Baths, Sleeps 8 to 12 Very elegant, updated, 4br, 3 ba, heated pool home, in the heart of Sarasota, close to every thing, down town, beaches, lido key, St Armand cir, marina jacks, gulf courses, museums . The house is fully renovated and u …see more

from $349 / night

$1600 - $2583 / week

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from $349 / night

(15) Excellent 

17

Apartment rental in Sarasota with shared pool

Southwest Gulf Coast / Sarasota

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Air conditioning
Brand new luxurious furnishings in this cozy 1 bed condo, a short drive from Siesta Key ( 5-6 miles). Across the road from a Publix supermarket, Chase bank and numerous shops and local restaurants in the vicinity --many within walking distance. The condo has a pool and …see more

from $61 / night

$425 / week

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Responds fast!
avg. 2 hours 44 minutes

from $61 / night

(2) Very Good 

15

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the "flowered streets" West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, …see more

from $125 / night

$600 - $1300 / week

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from $125 / night

(1) Excellent 

33

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.48 mi
  • Child friendly
This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The …see more

from $215 / night

$1500 - $2800 / week

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from $215 / night

(1)  

24

Apartment rental in Sarasota

Southwest Gulf Coast / Sarasota

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Nearest beach 6 mi
  • Ask about children
  • Air conditioning
Located in a Quiet Neighborhood Just Minutes to Shopping, Dining, Golf Courses and of Course the #1 Beach in the Usa Along with Multiple Other Beautiful Beaches Including Lido Key, Casey Key, Turtle Beach and More. This Is a 450 Square Foot Newly Renovated Apartment. I …see more

from $55 / night

$300 / week

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Responds fast!
avg. 3 hours 43 minutes

from $55 / night

(13) Very Good 

10

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Welcoming neutral tones lend comfort and warmth to this Gulf Side unit boasting much-requested tile floors throughout. Enjoy the spacious living room with amenities including New Flat Panel LCD TV, DVD/VCR, and new leather recliner and sleeper sofa. Unexpectedly substan …see more

from $171 / night

$1196 / week

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from $171 / night

(1) Very Good 

32

Vacation cottage with swimming pool in Sarasota

Southwest Gulf Coast / Sarasota

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Ask about children
Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get awa …see more

from $229 / night

$1600 - $2600 / week

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from $229 / night

(2) Very Good 

18

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Newly Renovated Open plan, one story house. Private corner lot, fully furnished, washer and dryer, Beautiful Lanai with a Lakeview, convenient location to shopping and 15 minutes away from Siesta Key #1 Beach. Large flat screen television in main sofa seating area mou …see more

from $100 / night

$800 / week

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Responds fast!
avg. 1 hour 9 minutes

from $100 / night

9

Vacation home rental

Southwest Gulf Coast / Sarasota

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Child friendly
Charming inside and out beach house within walking distance to world famous Siesta Key shops & restaurants. This house says "I'm at the beach". Private yet open backyard w/bbq grill. Large screen TV, Cable, Internet, full size kitchen, two bikes for exploring Siesta Key …see more

from $175 / night

$1225 / week

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from $175 / night

(23) Very Good 

9

Sarasota Vacation apartment accommodation

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous views of the powdery white sands of Crescent beach from the living room or the private lanai. New photography from Modern Editions and a driftwood dining table with crea …see more

from $198 / night

$1380 / week

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from $198 / night

(2) Excellent 

37

Villa rental in Sarasota with shared pool

Southwest Gulf Coast / Sarasota

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
Beautiful 2 bedroom 2 bathroom condo. in a tropical setting. Each bedroom has real wood floors. The upgraded kitchen has granite countertops. The den has a Futon that can be used as a bed. Their is a paver driveway and parking for 2 vehicles. The condo has an outside …see more

from $99 / night

$600 - $1000 / week

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from $99 / night

(1) Excellent 

25

Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Romantic vintage pool side 2 bedroom apartment. Freshly remodeled in 2015. Tropical Chic decor, quality furnishings, lush tropical landscaping. Old Florida neighborhood close to downtown. Alternative lifestyle friendly allows you the freedom to totally be yourself many …see more

from $175 / night

$1225 / week

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Responds fast!
avg. 1 hour 31 minutes

from $175 / night

(11) Excellent 

10

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This beautiful unit was renovated in September 2010. There is porcelain tile in the common areas, living room, dining room, kitchen and hallway. All countertops are done in granite. Both showers are tiled to the ceiling, have corner shelves, and have frameless doors wit …see more

from $171 / night

$1196 / week

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from $171 / night