50 Best Sarasota Vacation rentals on Holiday Lettings - Apartments

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Lido Key
13 properties

Sarasota

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314 Vacation rentals

(1) 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 $81 / night

$559 / week

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from $81 / night

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 $101 / night

$702 - $1560 / week

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from $101 / 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 

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 $69 / night

$480 - $704 / week

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from $69 / 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 $99 / night

$692 / week

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from $99 / 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

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 $109 / night

$762 - $1266 / week

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from $109 / 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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from $150 / night

(21) 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 $166 / night

$1150 - $1620 / week

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Responds fast!
avg. 26 minutes

from $166 / 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 $166 / night

$1150 - $1620 / week

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Responds fast!
avg. 26 minutes

from $166 / night

(21) Very Good 

8

Apartment rental 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
All NEW! Totally renovated from ceiling to tile floor and everything in between! Sunny yellow fresh skip trowel walls show off the new white, blue & green furniture. Fully equipped Kitchen jazzed with all new appliances, beautiful white seamless counters & sink~accented …see more

from $171 / night

$1196 - $1361 / week

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from $171 / night

(1) Very Good 

10

Vacation apartment in Lido Key

Sarasota / Lido Key

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy an …see more

from $82 / night

$568 / week

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from $82 / night

9

Lido Key Vacation apartment rental

Sarasota / Lido Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
This beautiful spacious just-completed apartment, offers all the conveniences you will need to spend a fabulous and comfortable getaway! Just a block away from Lido Beach, ranked in the top 5 most beautiful beaches in the US. Turquoise water with dolphins, white sands …see more

from $143 / night

$1000 - $1250 / week

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from $143 / night

(7) 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

$700 - $1200 / week

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Responds fast!
avg. 2 hours 49 minutes

from $100 / 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 30 minutes

from $175 / 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

(18) 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 $102 / night

$606 - $1738 / week

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Responds fast!
avg. 51 minutes

from $102 / 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 12 minutes

from $175 / night

28

Vacation cottage in Lido Key

Sarasota / Lido Key

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex …see more

from $98 / night

$686 / week

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from $98 / night

(8) Very Good 

6

Vacation home with shared pool in Sarasota

Southwest Gulf Coast / Sarasota

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • 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 $69 / night

$550 / week

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from $69 / 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 44 minutes

from $100 / night

(17) Excellent 

46

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 47 minutes

from $110 / night

(13) Very Good 

14

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
Feel right at home in this Gulf view second from the front unit, just steps away from the pool, tennis court, grill area and the beautiful white crystal sand of Crescent Beach. The fully equipped Kitchen and entry is newly renovated with light maple cabinets, granite co …see more

from $197 / night

$1380 - $1620 / week

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from $197 / night

16

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 m …see more

from $83 / night

$581 / week

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from $83 / night

26

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Air conditioning
  • Ask about pets
Location, Location, Location! We have 7 cottages, all located in a very special residential community right downtown within easy walking distance to everything: restaurants, cafe's, shopping, theater's, the marina, etc. Laurel Park was voted the #1 neighborhood in Sar …see more

from $100 / night

$695 - $1695 / week

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from $100 / 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) Excellent 

13

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Delightful Studio Cottage tucked away on exciting Lido Key, the Lido Islander. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and …see more

from $93 / night

$651 / week

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from $93 / night

(2) Excellent 

20

Vacation home rental

Southwest Gulf Coast / Sarasota

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
New on the market, 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, ful …see more

from $190 / night

$1575 / week

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Responds fast!
avg. 28 minutes

from $190 / night

9

Sarasota Vacation villa rental

Southwest Gulf Coast / Sarasota

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Beautiful contemporary 2/2 with attached garage, caged private pool, hot tub, large entertainment bridge over part of pool (all pool is swimmable, just swim under the bridge) twin beds in guest room, king in master, both with bathrooms. Master is very large and will als …see more

from $400 / night

$2800 / week

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from $400 / 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

(3) Very Good 

39

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This 3 bedroom 2 bath house is in immaculate conditions, ready to move in. This is a 2175 square foot newly renovated house. It offers a king size bed in two bedrooms, queen size bed in one bedroom, extra Pull-out Sofa Bed queen size in living room. The kitchen area has …see more

from $125 / night

$901 - $1400 / week

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Responds fast!
avg. 57 minutes

from $125 / night

35

Vacation apartment with shared pool in Sarasota

Southwest Gulf Coast / Sarasota

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
What a great location! Walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the …see more

from $93 / night

$650 - $1410 / week

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from $93 / 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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Responds fast!
avg. 2 hours 44 minutes

from $125 / 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 - $1361 / week

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from $171 / 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

$451 - $800 / week

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Responds fast!
avg. 2 hours 18 minutes

from $85 / night

(17) Very Good 

15

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This Gulf View unit has newly installed beige carpet throughout the common areas and a renovated master bathroom. This unit sleeps 6 by offering a King and 2 Twin size beds. Enjoy TV's and VCR's in the living room and master bedroom, DVD and CD player in the living room …see more

from $197 / night

$1380 - $1620 / week

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from $197 / night

(1) 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

$575 - $973 / week

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from $99 / night

(23) Very Good 

6

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 Gulf Side unit is a beach paradise! This unit has new tile throughout the common areas, beige carpet in the bedrooms, beautifully renovated bathrooms, dinette seating for 4, a King and 2 Twin size beds, and a sleeper sofa. Enjoy the brightness of this unit with i …see more

from $171 / night

$1196 - $1361 / week

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from $171 / night

(1) Excellent 

24

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Outstanding views of the Palm Aire Championship Golf Course and Waterway from this second floor Condo. 2 King Size Bedrooms , 2 Full Bathrooms plus a Den w/ sleeper sofa and 40 in. flat screen cable TV. Free high speed internet & Free calling in North America. The …see more

from $60 / night

$420 / week

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from $60 / night

1