15 Best Vacation Rentals in Lido Key - Holiday Lettings - Cabins

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1,273 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 $248 / night

$1,735 / week

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from $248 / 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

(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

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avg. 3 hours 57 minutes

from $170 / 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

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avg. 1 hour 44 minutes

from $178 / 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

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from $186 / 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

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Responds fast!
avg. 17 minutes

from $90 / night

(1) Very Good 

24

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 $122 / night

$854 / week

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from $122 / night

(1) Excellent 

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
  • Pet friendly
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 $63 / night

$441 / week

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Responds fast!
avg. 17 minutes

from $63 / 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 $114 / night

$798 / week

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from $114 / night

18

Apartment rental in Lido Key

Sarasota / Lido Key

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
Located in the heart of Sarasota City, 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 1000 square foot two bedroom apartment …see more

from $165 / night

$1,100 - $1,240 / week

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Responds fast!
avg. 1 hour 29 minutes

from $165 / night

(1) Excellent 

14

Vacation apartment in Lido Key

Sarasota / Lido Key

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
9th floor bay front views of downtown Sarasota and county wildlife refuge. Beach front with pool and unparalleled sunsets. One mile from St Armand circle with shopping and restaurants. 2 bedroom, 2 bath with 3rd smaller room for guests. Over 2,100 sq ft with enclosed ba …see more

from $140 / night

$980 / week

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from $140 / 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 $163 / night

$1,141 / week

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from $163 / night

11

Lido Key Vacation condo rental

Sarasota / Lido Key

1 4 60 nights min

  • 1 bedroom
  • Sleeps 4
  • 60 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Large 1 bedroom fully furnished condo (981 square feet) includes 1 bedroom, 1.5 baths, featuring an open kitchen with island, dining room, living room and an office. 10th floor. Fully equipped, brand new kitchen with granite countertops, sofa sleeper, cable TV, t …see more

from $143 / night

$1,000 / week

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from $143 / night

32

Vacation apartment in Lido Key

Sarasota / Lido Key

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a charming and luminous apartment, located on Lido Key, in a beachfront residence. With 2 bedrooms, 2 bathrooms, a large balcony, equipped kitchen and cosy living room, it can perfectly accommodate a family or group of friends of 4 guests. The private residence …see more

from $84 / night

$584 / week

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from $84 / night

(1) Excellent 

36

Vacation home in Lido Key

Sarasota / Lido Key

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Get away to sunny florida. Watch dolphins from the sofa. People come from all over the world to stay here. We have top pro ball teams and famous names that enjoy this mansion. Everyone is welcome to experience this gold nugget of Florida. Private boat dock, Elevator, ho …see more

from $2,000 / night

$11,000 - $17,500 / week

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Responds fast!
avg. 1 hour 10 minutes

from $2,000 / night

15

Vacation apartment in Lido Key

Sarasota / Lido Key

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly
Located in the heart of Sarasota City, 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 1000 square foot two bedroom apartment …see more

from $169 / night

$1,000 / week

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Responds fast!
avg. 1 hour 29 minutes

from $169 / 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

25

Vacation home rental

Sarasota / Lido Key

5 10 60 nights min

  • 5 bedrooms
  • Sleeps 10
  • 60 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
TWO MONTHS MINIMUM. You will enjoy this 6 bedrooms, 5 and half bathrooms over 6,600 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with 3 larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped …see more

from $700 / night

$4,900 / week

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from $700 / night