A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Lido Key holiday rentals

A bedroom with a bed, a TV, a window, and a view of the outside.

1. Ivory & Ocean •walk to Lido beach •private patio

Ivory & Ocean •walk to Lido beach •private patio
Lido Key
10.0 out of 10, Exceptional, (4 reviews)
"Love this place! Will come back- Jayme was great!!"
United States
Sue N.
The price is HK$557
HK$1,848 total
includes taxes & fees
12 Oct - 13 Oct
Ivory & Ocean •walk to Lido beach •private patio
A modern bedroom with a bed, bedside tables, a TV, a ceiling fan, a window, and a view of the outdoors.

2. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (1 review)
"5 Stars: This cozy studio was exactly what we were looking for. Alexander was pleasant and friendly, the check in/check out process was easy. The location was fabulous- perhaps slightly too far to walk to St.Armand’s , but a quick ride on the rentable VEO bikes/scooters. The accommodations were clean, and beachy. We did not have an opportunity to use the pool, so I do have any objective comments for the pool. If we are in the area again, we would definitely stay here again!"
United States
lisa o.
The price is HK$1,148
HK$3,171 total
includes taxes & fees
10 Oct - 11 Oct
Coastal Studio, Walk to St Armand's or Lido Beach
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

3. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is HK$1,571
HK$3,704 total
includes taxes & fees
31 Oct - 1 Nov
Cozy Lido Studio by Beach & St Armand's
A coastal building with a wooden deck, outdoor seating, and a sign reading 'Ocean'.

4. Lido Key 2 bed Heated Pool and al fresco shower

Lido Key 2 bed Heated Pool and al fresco shower
Lido Key
10.0 out of 10, Exceptional, (1 review)
"Great property close to the beach and all the restaurants and shops in Sarasota… great communication from the host and smooth process!"
United States
Toby A.
The price is HK$1,502
HK$3,910 total
includes taxes & fees
26 Oct - 27 Oct
Lido Key 2 bed Heated Pool and al fresco shower
A patio with a table set for two, a blue umbrella, and a white fence.

5. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is HK$1,338
HK$3,417 total
includes taxes & fees
16 Oct - 17 Oct
Studio by Lido Beach w heated pool
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

6. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (189 reviews)
"Great place with a bunch of little touches that put it above and beyond"
United States
Rafe
The price is HK$1,759
HK$1,987 total
includes taxes & fees
2 Nov - 3 Nov
SeaSpray Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.

7. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,960 reviews)
"Amazing resort,"
United States
kurt
The price is HK$1,061
HK$1,402 total
includes taxes & fees
12 Oct - 13 Oct
Tropical Beach Resorts
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

8. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,318 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is HK$1,225
HK$1,517 total
includes taxes & fees
11 Oct - 12 Oct
Captiva Beach Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

9. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,461 reviews)
"This place was perfect!"
United States
Kat
The price is HK$1,057
HK$1,195 total
includes taxes & fees
18 Oct - 19 Oct
Hibiscus Suites - Gateway to Siesta Key
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

10. Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village
Siesta Key Village
9.4 out of 10, Exceptional, (92 reviews)
"Fantastic stay for our family’s 4th of July getaway! The condo was perfect—an easy walk to both the beach and town, which made everything super convenient. The pool was clean and refreshing, and we loved having the outdoor picnic tables for meals and games. Beds were very comfortable, and everyone slept great. Would happily stay here again!"
United States
Kim S.
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village
A beach with tall grasses and a sunset.

11. Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (170 reviews)
"The rental had everything promised. The bed and couch were very comfortable. Everything was clean. Beach access was great. The chairs, cooler, and canopy were were just what was needed to maximize our enjoyment on a great beach."
United States
Karen G.
Beachside Studio Located Across from Main Beach and Half Mile to Village
A beach with tall grasses and a sunset.

12. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A beach with a wooden picnic table, palm trees, and a clear blue sea.

13. Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
9.0 out of 10, Wonderful, (168 reviews)
"Perfect location, cozy couples get away."
United States
Hetty B.
The price is HK$1,431
HK$2,444 total
includes taxes & fees
11 Oct - 12 Oct
Studio Retreat Across the Street from Beautiful Siesta Key Beach
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

14. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
[escape to paradise] siesta key beach getaway
An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

15. Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (38 reviews)
"Excellent location to everything and the hosts were very accommodating! Will book this place again!"
United States
Christopher B.
Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

16. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is HK$1,546
HK$1,957 total
includes taxes & fees
12 Oct - 13 Oct
Pelican Post at Anna Maria Island Inn
A wide sandy beach with clear turquoise water and a clear blue sky.

17. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (100 reviews)
"Beautiful property. Will definitely stay again."
United States
Tami T.
The price is HK$2,040
HK$3,564 total
includes taxes & fees
17 Oct - 18 Oct
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
An aerial view of a beach resort with a large sandy beach, a parking area, and a building complex with multiple structures.

18. 🌷 Stunning 1-Bedroom Apartment Overlooking Pool, steps to Siesta Beach

🌷 Stunning 1-Bedroom Apartment Overlooking Pool, steps to Siesta Beach
Siesta Key
9.6 out of 10, Exceptional, (105 reviews)
"Very close to the beach and convenient. Clean. Easy for my fiance and I for a couple of days"
United States
Courtney
The price is HK$2,550
HK$4,761 total
includes taxes & fees
9 Oct - 10 Oct
🌷 Stunning 1-Bedroom Apartment Overlooking Pool, steps to Siesta Beach
A balcony with a view of a beach, a pool, and palm trees.

19. Direct Oceanview: Open October 26th - 29th!

Direct Oceanview: Open October 26th - 29th!
Longboat Key
10.0 out of 10, Exceptional, (135 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
Direct Oceanview: Open October 26th - 29th!
A wooden pathway leading to a beach with lush greenery on either side.

20. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"We loved it and recommend it and definitely plan another. Locals only lol."
United States
Kenneth
The price is HK$1,114
HK$2,485 total
includes taxes & fees
18 Oct - 19 Oct
Oceanfront Oasis – Longboat Key 226 by RVA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lido Key Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"We always enjoy our stay at Compass Sound. Friendly professional staff on arrival. Always clean throughout. Breakfast is good. Plenty of choice. Evening food menu reasonable and tasty. Full bar. Staff are always accommodating and smile. Great pool area We’ll be back."
Jacqueline 2-night trip
Posted 1 hour ago
Compass Hotel by Margaritaville Anna Maria Sound

Find out more about Lido Key

Search for holiday rentals in Lido Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Lido Key using one of the methods below:

  • View our selection of featured holiday rentals in Lido Key
  • Use the map to find apartments and other holiday homes in the Lido Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lido Key while they last

Look no further and take a look at our great range of rental properties in Lido Key!

Explore a world of travel with Expedia