50 Best Sarasota Vacation rentals on Holiday Lettings - Apartments

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Lido Key
16 properties

Sarasota

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1,715 Vacation rentals

(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 $89 / night

$616 / week

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from $89 / 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 bright full …see more

from $139 / night

$973 - $2,040 / week

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avg. 3 hours 17 minutes

from $139 / 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 $108 / night

$756 / week

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from $108 / night

(19) Excellent 

Certificate of Excellence

22

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Family friendly beautiful & charming paradise The Coastal Manor of Sarasota is situated on a small waterway that leads to the Bay of Sarasota. Sports and shopping are also within walking distance. At our pool you can relax after your day. Children are welcome. For our y …see more

Certificate of Excellence

from $175 / night

$1,225 - $2,450 / week

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from $175 / night

(10) Excellent 

47

Vacation villa with swimming pool in Sarasota

Southwest Gulf Coast / Sarasota

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our home is spacious, comfortable and tranquil. A master bedroom with is own en suite. A double bedroom and a twin bedroom share a family bathroom. The den converts from an office into a 4th bedroom if required, a futon converts to a double bed.. The poo …see more

from $120 / night

$840 - $3,290 / week

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from $120 / night

16

Lido Key Vacation apartment rental

Sarasota / Lido Key

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice decorated, spacious 3 bedroom apartment, with a spectacular view on Siesta Beach Water. Oversized balcony to enjoy sunset, or morning coffee. Living room fire place. You will be in the center of Siesta town, with all restaurants, bars, live music, shopping an …see more

from $450 / night

$3,150 / week

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from $450 / 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 $80 / night

$560 - $665 / week

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from $80 / 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

6

Home rental in Sarasota

Southwest Gulf Coast / Sarasota

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
BEST RATES! We have 5 cottages within walking distance to Main Street and The Harbor. Don't worry about in season traffic, parking and getting around. You will be staying in a quiet, old Florida, charming neighborhood. Feel like a local. Meet your neighbors as you str …see more

from $128 / night

$895 / week

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from $128 / 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

7

Studio accommodation in Sarasota

Southwest Gulf Coast / Sarasota

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 9 mi
  • Air conditioning
  • Private garden
The Siesta Studio is a private entrance unit that is attached to my home. A comfortable queen bed with a private master bath, large walk in closet with plenty of hangers, iron and ironing board, hair dryer, stocked K-Cup coffee station, kitchenette for your continental  …see more

from $75 / night

$525 / week

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from $75 / night

31

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a beautiful, large 3 bedroom, 2 bath ranch home on the Northside of Sarasota with a heated (optional) swimming pool and jetted spa. (See below for more details) With a two car garage, it's conveniently close to the Sarasota/Bradenton airport and just 10 minute …see more

from $141 / night

$945 - $1,540 / week

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avg. 3 minutes

from $141 / night

(1)  

4

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Air conditioning
  • Private garden
Delightful studio apartments to 3 bedroom apartments tucked away on exciting Lido Key, the Lido Islander located at 528 South Polk Drive, Sarasota, Fl 34236. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turqu …see more

from $91 / night

$637 / week

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avg. 2 hours 34 minutes

from $91 / night

12

Apartment rental in Sarasota

Southwest Gulf Coast / Sarasota

2 1 30 nights min

  • 2 bedrooms
  • Sleeps 1
  • 30 nights min
  • Ask about children
  • Air conditioning
Downstairs garden apartment with large eat-in kitchen, glass enclosed lanai, and view of the pool. Enjoy the heated community pool, 20 miles of walking trails, or a round of golf at the Meadows Country Club. There is one public golf course and seasonal golf, tennis, and …see more

from $110 / night

$750 / week

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from $110 / night

(2) Excellent 

25

Vacation villa in Lido Key

Sarasota / Lido Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
This newly remodeled villa will delight you with it's contemporary charm and pristine interior. Featuring a master bedroom with king-sized bed and a loft bedroom with queen bed, it has two full baths, a deluxe kitchen and high-end furnishings throughout. Among Lido Key’ …see more

from $223 / night

$1,244 - $1,950 / week

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avg. 53 minutes

from $223 / 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 $200 / night

$1,400 - $2,233 / week

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avg. 24 minutes

from $200 / night

(3) Very Good 

17

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
Petite Rooms are our entry level room category. They are intimate and affordable, ideal for the value conscious traveler or short term visits and provide an affordable option to enjoy the tropical island lifestyle. Queen size bed. Cable TV High speed internet access-non …see more

from $72 / night

$504 / week

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avg. 2 hours 34 minutes

from $72 / night

(1) Excellent 

26

Lockwood Ridge Vacation home rental

Sarasota / Lockwood Ridge

3 15 Min stay varies

  • 3 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 13 mi
  • Child friendly
  • Car not necessary
Elevated & spacious conveniently located home is nestled above 2 acres of Old Florida. The forest view home is 1400 ft.², 3Br/2Ba, LR, DR, Kit. For current and extensive reviews, visit the Tropical Escape in Sarasota, FL on Airbnb. A place worth reading about :) Early …see more

from $138 / night

$966 / week

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avg. 1 hour 19 minutes

from $138 / night

(2) Excellent 

21

Lido Key Vacation home rental

Sarasota / Lido Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
  • Car not necessary
Our spacious fully furnished two-bedroom cottage is directly across the street from the beach (600 ft, a 2 min walk). It offers everything you need to enjoy a memorable beach vacation. It features all the conveniences – full kitchen, full bath and a lovely tree-shaded b …see more

from $100 / night

$1,400 / week

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avg. 22 minutes

from $100 / night

41

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Big house is located in Sarasota-Downtown Area, just 2 minutes walking, 3 bedrooms(1 King, 2 queens), 1 sofa-bed, 1 bathroom, fully equipped kitchen, stove, living room, WiFi, Cable TV, washer-dryer, all linens and towels. Home is centrally located near restaurants …see more

from $96 / night

$630 / week

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from $96 / night

31

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 $379 / night

$2,650 / week

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from $379 / night

(1) Excellent 

25

Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 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 $140 / night

$980 / week

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avg. 1 hour 1 minutes

from $140 / night

(3) Excellent 

13

Vacation home with swimming pool in Sarasota

Southwest Gulf Coast / Sarasota

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
This is a newly renovated 2 bedroom 2 bath 1149 sq feet modern pool home. The property features a big backyard with a pool. The house has an infinity door that opens onto the lanai that looks over the pool giving you a peaceful feeling of indoor and outdoor. All sheets …see more

from $145 / night

$840 / week

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avg. 3 hours 32 minutes

from $145 / night

18

Home rental in Sarasota with swimming pool

Southwest Gulf Coast / Sarasota

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio …see more

from $185 / night

$1,295 / week

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from $185 / night

(2)  

28

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Great private cozy apartment with a nice outdoor terrace / bbq area 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 Key, Casey Key, Tu …see more

from $55 / night

$330 / week

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avg. 1 hour 30 minutes

from $55 / 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 $358 / night

$2,500 / week

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from $358 / 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 $105 / night

$700 - $1,410 / week

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avg. 15 minutes

from $105 / night

(2) Very Good 

15

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • 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 $299 / night

$1,500 - $2,500 / week

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from $299 / night

(1)  

26

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
This newly renovated two bedroom one bath apartment, in a 4 family house will bring you all a joy that you will need for your next vacation trip. Not even a minute away from Siesta Key we are conveniently located on Siesta Dr. Fully furnished, equip with free WIFI, Tv …see more

from $125 / night

$750 - $900 / week

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avg. 2 hours 43 minutes

from $125 / night

(1) Excellent 

29

Vacation home with swimming pool in Lido Key

Sarasota / Lido Key

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We want you to enjoy, staying here this year & be back with your friends/family. Beautiful house on 1 acre lot, close to everything located in one of the best and desirable area in south Sarasota. This property offers easy access to all local attractions and beaches. …see more

from $160 / night

$1,050 - $1,500 / week

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avg. 3 hours 35 minutes

from $160 / night

(2) Very Good 

21

Lido Key Vacation studio rental

Sarasota / Lido Key

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
  • Air conditioning
Imagine waking up in this cute studio apartment just steps away from the beach on Lido Key. Our spacious studio apartment offers everything you need to enjoy a relaxing beach vacation away from home. This unit features all the conveniences you’re used to at home – full …see more

from $90 / night

$630 / week

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avg. 22 minutes

from $90 / night

(2) Very Good 

24

Bungalow rental in Sarasota

Southwest Gulf Coast / Sarasota

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beach! This fantastic vacation home offers 4 relaxing bedrooms and 3 full baths - there is also a Queen-size pull out sofa in the living room. A real bon …see more

from $225 / night

$1,500 / week

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from $225 / night

13

Vacation caravan/mobile home with shared pool in Sarasota

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Pet friendly
2/2 Turn key fully furnished and ready to be your home away from home! This place has all the comforts of home and then some. Master bedroom features a King Sized bed, built in dresser, 3 closets and a en suite with large shower. Hall bath features full tub/shower co …see more

from $65 / night

$450 / week

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avg. 45 minutes

from $65 / 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 small 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 vi …see more

from $93 / night

$650 - $1,510 / week

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from $93 / night

30

Sarasota Vacation apartment rental

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Stoneybrook in Palmer Ranch is a condo in a gated community of upscale homes. Surrounded by lush vegetation, a golf course, lighted 'har tru' tennis courts, clubhouse with restaurant and activities and a beautiful community pool, there is plenty of open space as well a …see more

from $65 / night

$500 / week

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avg. 3 minutes

from $65 / night

30

Apartment rental in Sarasota

Southwest Gulf Coast / Sarasota

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Private Back-Apartment renovated and available for your vacation, 2 rooms, 1 bathroom ,two beds( 2 queen size), kitchen fully furnished, Cable-TV, Internet Wifi. Humble place(not a five star hotel), centrally located at Sarasota Downtown Area and Marina Jack Bay. Apar …see more

from $66 / night

$430 / week

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from $66 / 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 $86 / night

$602 / week

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avg. 2 hours 34 minutes

from $86 / night

29

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This 3 bedroom, 2 bath Pet Friendly renovated and fenced 1900 sq. ft BEACH COTTAGE has an iconic Sarasota feel upon pulling up and entering the home. This cozy home is newly renovated and is a short five minute drive or 20 minute bike ride to the #1 beach in the US or t …see more

from $150 / night

$750 - $1,000 / week

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from $150 / night

6

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
Delightful studio apartments 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. Quiet side roads and boulevards are perfect for …see more

from $75 / night

$525 / week

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avg. 2 hours 34 minutes

from $75 / night

(3) Excellent 

29

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly remodeled 2 bed/2 bath heated Pool home is 3 miles from Siesta Beach rated #1 in US. Located in Gulf Gate area, it’s a prime spot for your vacation. Close to shopping and restaurants. Neighborhood is quiet and safe. Brand new furniture and furnishing. Large living …see more

from $140 / night

$980 / week

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avg. 2 hours 32 minutes

from $140 / night