50 Best Sarasota Vacation rentals on Holiday Lettings - Apartments

Close

View larger map

Also consider

Lido Key
16 properties

Sarasota

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,259 Vacation rentals

(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 $250 / night

$1,747 / week

Book View

from $250 / 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 $89 / night

$621 / week

Book View

from $89 / 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

Book View

from $150 / 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

$751 / week

Book View

from $108 / 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 $140 / night

$980 - $2,055 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from $140 / 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

$556 - $765 / week

Book View

from $80 / 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

Book View

from $450 / 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 $121 / night

$846 - $3,314 / week

Inquire View

from $121 / 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 - $1,795 / week

Book View

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

Book View

from $135 / 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

Book View

from $80 / 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

Book View

Responds fast!
avg. 59 minutes

from $140 / 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 $140 / night

$980 / week

Book View

from $140 / night

12

Apartment rental in Sarasota

Southwest Gulf Coast / Sarasota

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Enjoy expansive views of The Lakes Country Club, Palm Aire's premiere Championship golf course from this 2 bedroom, 2 bath split-level, second floor condo. Open floor plan with cathedral ceilings, eat-in kitchen, and large Great Room that leads to the lanai with serene …see more

from $110 / night

$770 / week

Book View

from $110 / night

(1) Excellent 

17

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 $170 / night

$1,150 - $1,500 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from $170 / night

9

Vacation villa with swimming pool in Sarasota

Southwest Gulf Coast / Sarasota

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa on Siesta Key is located in luxury development with easy access to the beach. Has 2 floors. First floor has living room, open kitchen, half bath and laundry. Second floor has two bedrooms and 2 bathrooms. Master bedroom has queen size bed, second bedroom two twins …see more

from $150 / night

$950 / week

Book View

from $150 / night

19

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
Surround yourself in this gorgeous home in the gated community of Stoneybrook Gulf & Country Club. Includes a private pool, spa and pond view, and overlooks the 1st hole of a challenging 18 hole Arthur Hills golf course. There is a well equipped fitness center, Har-Tr …see more

from $130 / night

$910 / week

Book View

from $130 / night

(2) Very Good 

25

Home rental in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Sarasota is located on the west coast of Florida and is renowned for its finest beaches in the United States (Siesta Key) for its white sand like flour and water from the Gulf of Mexico turquoise as in the islands. The house is located 10 min. walk from the beach i …see more

from $215 / night

$1,500 - $1,780 / week

Book View

from $215 / night

15

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 5 mi
  • Air conditioning
  • Pet friendly
We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do n …see more

from $99 / night

$525 - $1,170 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from $99 / night

30

Vacation condo in Sarasota

Southwest Gulf Coast / Sarasota

2 3 4 nights min

  • 2 bedrooms
  • Sleeps 3
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants. Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee …see more

from $130 / night

$910 / week

Book View

Responds fast!
avg. 21 minutes

from $130 / night

(2) 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

Book View

Responds fast!
avg. 3 hours 29 minutes

from $145 / night

21

Condo rental in Sarasota

Southwest Gulf Coast / Sarasota

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
Location is everything with this newly furnished one bedroom second floor condo overlooking the garden pool at Castel Del Mare. Popular Captain Curts Tiki bar, bike and kayak rentals, shopping and great restaurants within walking distance. We are still in the process …see more

from $65 / night

$560 / week

Book View

from $65 / 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 $190 / night

$1,330 - $1,995 / week

Book View

Responds fast!
avg. 26 minutes

from $190 / night

(2) Excellent 

25

Vacation villa in Lido Key

Sarasota / Lido Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • 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 $178 / night

$1,244 - $1,900 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from $178 / night

(5) Excellent 

32

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Newly renovated and available for your vacation. A live oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful Cultural Coast of Florida. Minutes from downtown and each of Lido and Siesta Keys, you can access wor …see more

from $250 / night

$1,700 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from $250 / night

24

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Air conditioning
Have the ultimate Sunshine State getaway by escaping to this 3-bedroom, 2-bathroom Sarasota vacation rental house! Comfortably sleeping 9, this open and airy home is found on a quiet street, but is still only minutes away from downtown, Lido Beach, and Siesta Key Beach. …see more

from $125 / night

$875 - $1,365 / week

Book View

Responds fast!
avg. 26 minutes

from $125 / night

(8) Excellent 

10

Sarasota Vacation cottage rental

Southwest Gulf Coast / Sarasota

4 2 nights min

  • Sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Car not necessary
The private unit offers a completely fenced in yard should you be traveling with your furry best friend! This is a 500 square foot, newly renovated unit located in the Ringling Museum area. It has 3/4 vaulted ceilings and offers a queen size bed and a new queen pull ou …see more

from $125 / night

$850 / week

Book View

from $125 / 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 $132 / night

$924 / week

Book View

from $132 / 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 $63 / night

$65 - $430 / week

Book View

from $63 / night

(3) Very Good 

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

$623 - $1,350 / week

Book View

from $99 / 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

Book View

Responds fast!
avg. 36 minutes

from $105 / night

(13) Very Good 

Certificate of Excellence

21

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. New living room furniture. Located just 2 blocks South of the South Bridge on Siesta …see more

Certificate of Excellence

from $100 / night

$700 - $1,200 / week

Book View

from $100 / night

14

Vacation condo in Lido Key

Sarasota / Lido Key

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Delightful 2 bedroom apartments tucked away on exciting Lido Key Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido Beach (one of the top 25 beaches in the U.S.), with the turquoise waters of the Gulf of Mexico just beyond. Quiet …see more

from $186 / night

$1,302 / week

Book View

from $186 / night

(10) Excellent 

11

Vacation home with golf nearby in Sarasota

Southwest Gulf Coast / Sarasota

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 4 mi
  • Swimming pool
Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a do …see more

from $123 / night

$861 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from $123 / 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 $120 / night

$840 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $120 / night

34

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • 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 $65 / night

$445 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from $65 / night

(3) Very Good 

39

Sarasota Vacation home rental

Southwest Gulf Coast / Sarasota

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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

$900 - $1,400 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from $125 / 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 $90 / night

$1,400 / week

Book View

Responds fast!
avg. 17 minutes

from $90 / night

33

Vacation home in Sarasota

Southwest Gulf Coast / Sarasota

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Newly Remodeled 2BR/2BA Bay View Condo that sleeps 6. All new kitchen, flooring, furnishings!!! King bed in master, all new, large, remodeled walk in shower in master bathroom. 2 Twin beds in guest bedroom, tub/shower in remodeled guest bathroom. Sleeper sofa in living …see more

from $147 / night

$1,030 - $1,910 / week

Inquire View

from $147 / night

(24) 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 $185 / night

$1,250 - $1,750 / week

Book View

Responds fast!
avg. 36 minutes

from $185 / night