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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lido Key holiday rentals

1. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (206 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is NZ$439
includes taxes & fees
9 Dec - 10 Dec
SeaSpray Resort

2. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,049 reviews)
"Great resort and location!"
United States
Christine
The price is NZ$341
includes taxes & fees
10 Nov - 11 Nov
Tropical Beach Resorts

3. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (213 reviews)
"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...
United States
Karen Jean
The price is NZ$599
includes taxes & fees
10 Nov - 11 Nov
The Inn On Siesta Key

4. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,479 reviews)
"This place was perfect!"
United States
Kat
The price is NZ$304
includes taxes & fees
9 Nov - 10 Nov
Hibiscus Suites - Gateway to Siesta Key

5. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is NZ$731
includes taxes & fees
11 Nov - 12 Nov
Beach View 100ft To Beach and SPA

6. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is NZ$720
includes taxes & fees
9 Nov - 10 Nov
Yellow Palm Cottage, Heart of Siesta Key

7. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is NZ$344
includes taxes & fees
9 Nov - 10 Nov
Captiva Beach Resort

8. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is NZ$720
includes taxes & fees
9 Nov - 10 Nov
BlueDolphin Cottage Walk To Siesta Beach

9. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is NZ$576
includes taxes & fees
9 Nov - 10 Nov
Beach Tree Cottage,Walk To Beach& Siesta

10. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (700 reviews)
"Enjoyed our stay"
United States
Robin
The price is NZ$376
includes taxes & fees
6 Dec - 7 Dec
A Beach Retreat

11. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (391 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is NZ$367
includes taxes & fees
22 Nov - 23 Nov
Tiny House Siesta

12. 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, (487 reviews)
"Location was perfect"
United States
Amylynn
The price is NZ$265
includes taxes & fees
9 Dec - 10 Dec
Pelican Post at Anna Maria Island Inn

13. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.6 out of 10, Excellent, (157 reviews)
"The property being steps from the beach was amazing."
United States
Julie
The price is NZ$369
includes taxes & fees
1 Dec - 2 Dec
Seabreeze at Anna Maria Island Inn

14. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (287 reviews)
"My boyfriend and I had a wonderful time. Easy late check in. Nice clean room. Property beautiful. Private beach beautiful. We definitely plan to come back and have family join."
United States
Jamie
The price is NZ$433
includes taxes & fees
2 Dec - 3 Dec
Casey Key Resort

15. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (847 reviews)
"I loved this hotel"
United States
Raisare
The price is NZ$605
includes taxes & fees
9 Dec - 10 Dec
Bridgewalk Resort

16. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is NZ$1,103
includes taxes & fees
23 Nov - 24 Nov
Unwind Poolside + Walk to Beach! Sarasota Retreat

17. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (496 reviews)
"Close to Beach and nice walking area very quiet . Clean and easy access. Perfect stay of couples."
United States
Patrick
The price is NZ$303
includes taxes & fees
9 Nov - 10 Nov
Haley's at The Anna Maria Island Inn

18. Beach Road

Beach Road
2.0 star property
Siesta Key
The price is NZ$1,566
includes taxes & fees
8 Dec - 9 Dec
Beach Road

19. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NZ$565
includes taxes & fees
9 Nov - 10 Nov
Siesta Heron Suites & Villas

20. Pineapple Paradise 1 13 min to Beach Fire Pit

Pineapple Paradise 1 13 min to Beach Fire Pit
2.0 star property
Central Sarasota
The price is NZ$721
includes taxes & fees
9 Nov - 10 Nov
Pineapple Paradise 1 13 min to Beach Fire Pit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lido Key Hotel Reviews

Find out more about Lido Key

Everything you need to know about Lido Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lido Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lido Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lido Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lido Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lido Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lido Key holiday rentals we have selected for you start as low as NZ$265 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lido Key rentals

At Expedia, we put the best Lido Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lido Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lido Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lido Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia