Lido Key Vacation Rentals

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Our top choices for Lido Key vacation rentals

10.0 out of 10, Exceptional, (12)
"Easy walk to the beach, cute quaint stay"
United States
Meaghan C.
$393 nightly
The price is $393
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sunlit 2B Lido Escape Steps to Beach & St. Armands

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5166)
"Great place, easy beach access and property was beautiful. "
United States
Maria
$164 nightly
The price is $185
Dec 24 - Dec 25
Total with taxes and fees
Tropical Beach Resorts

Apartment in Holmes Beach

Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (402)
"Beautiful location. Walking distance to beach. "
United States
Maria
$167 nightly
The price is $189
Dec 24 - Dec 25
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
$394 nightly
The price is $446
Dec 28 - Dec 29
Total with taxes and fees
The Inn On Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2217)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
$145 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
3.5 star property
9.6 out of 10, Exceptional, (301)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$466 nightly
The price is $526
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (247)
"Lovely decor, very clean"
United States
Frederick
$146 nightly
The price is $165
Dec 29 - Dec 30
Total with taxes and fees
Kon Tiki Inn

Apartment in Siesta Key

The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (346)
"great location, very clean, quiet"
United States
Joaquin
$249 nightly
The price is $282
Dec 24 - Dec 25
Total with taxes and fees
The Ringling Beach House
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
$391 nightly
The price is $436
Dec 29 - Dec 30
Total with taxes and fees
Direct Beachfront 2BR Cottage on Casey Key!

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1176)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
$182 nightly
The price is $203
Dec 24 - Dec 25
Total with taxes and fees
Captiva Beach Resort

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (579)
"Great location, recent updates"
United States
Michael
$184 nightly
The price is $208
Jan 4 - Jan 5, 2026
Total with taxes and fees
A Beach Retreat

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (79)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
$309 nightly
The price is $349
Dec 24 - Dec 25
Total with taxes and fees
SeaSpray Resort

Vacation Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$308 nightly
The price is $349
Jan 5 - Jan 6, 2026
Total with taxes and fees
Siesta Heron Suites & Villas
9.4 out of 10, Exceptional, (67)
"Great place to stay!"
United States
Wendi B.
$125 nightly
The price is $139
Dec 24 - Dec 25
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
9.8 out of 10, Exceptional, (25)
"The property was very clean and conveniently located ."
United States
David
$271 nightly
The price is $275
Dec 25 - Dec 26
Total with taxes and fees
[lounge like locals] walk to siesta beach +bikes

Apartment in Bradenton Beach

Seabreeze at Anna Maria Island Inn
3.0 star property
9.0 out of 10, Wonderful, (61)
"Very great stay will stay again "
United States
Joseph
$368 nightly
The price is $416
Jan 5 - Jan 6, 2026
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$265 nightly
The price is $296
Dec 28 - Dec 29
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi

Aparthotel in Bridge Street

Bridgewalk Resort
3.5 star property
9.4 out of 10, Exceptional, (767)
"Great stay!"
United States
Sufyan
$269 nightly
The price is $304
Jan 10 - Jan 11, 2026
Total with taxes and fees
Bridgewalk Resort
9.2 out of 10, Wonderful, (64)
"Well maintained, great location. We really enjoyed tge time there. Definitely looking forward to more trips."
United States
Barry L.
Siesta Key Village-Suite #3: A Block to the Beach!

Apartment in Bradenton Beach

Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (333)
"Fabulous stay! Super clean!"
United States
Sarah
$179 nightly
The price is $202
Dec 24 - Dec 25
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
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.
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Top Lido Key Hotel Reviews

Find out more about Lido Key

Everything you need to know about Lido Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lido Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lido Key vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lido Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lido Key rentals

At Expedia, we put the best Lido Key vacation 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 vacation.

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.