Lido Key Vacation Rentals

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Vacation Rentals in Lido Key

Beach | Beach nearby, sun loungers, beach towels
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
10.0 out of 10, Exceptional, (115)
"Wonderful stay, Sue thought of all the amenities to make it an enjoyable stay without having to think of what to bring. Beach chairs, umbrella,cooler,travel cart! Everything was fully stocked. The walk to the beach was a short 4 minutes down your side street! Location was easy proximity to Dr. Armand's, Downtown Sarasota. Enjoyed walking to paddle boarding at Mangroves right down the road. Ebike tour at Myakka state park and eating at great restaurants within walking distance or a quick drive."
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4362)
"We’ve stayed several times - always meets or exceeds expectations- very good value - thank you "
The price is $152
$195 total
includes taxes & fees
Jun 5 - Jun 6
Tropical Beach Resorts
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (21)
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is pretty small but has different sections to explore. We enjoyed Coquina beach for a coupem hours one day, the restaurants were good very vactiony normal island grub type places. We did enjoy a great meal...
Perfectly Located Home with Pool and Spa
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Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (164)
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is $608
$726 total
includes taxes & fees
Jun 19 - Jun 20
The Residences at Siesta Key Beach by Hyatt Vacation Club
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2003)
"The room and property was so clean. Front desk personnel was very friendly. "
The price is $121
$137 total
includes taxes & fees
May 29 - May 30
Hibiscus Suites - Gateway to Siesta Key
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1038)
"The heated pool and the beach access."
The price is $165
$220 total
includes taxes & fees
May 29 - May 30
Captiva Beach Resort
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (155)
"Had an amazing stay. Will definitely be back!"
The price is $688
$864 total
includes taxes & fees
Jun 5 - Jun 6
Anna Maria Beach Resort
Aerial view
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (247)
"Excelence!!!! The property, the area, the beach and the property manager was out of standing!!! We are very very pleased!!"
The Ringling Beach House
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (114)
"The owners of Kon Tiki were both extremely nice and truly cared that everything was perfect for our stay. We had mentioned we were going to BBQ lobster and within minutes one of the owners was at the BBQ pit with everything we could need to BBQ. Our room was very clean with a small refrigerator, microwave and 2 top stove."
The price is $132
$150 total
includes taxes & fees
Jun 2 - Jun 3
Kon Tiki Inn
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (188)
"Great property, it’s close to the beach, restaurants, checking in and out very easy (all done via text and phone). The beach across the street is beautiful. Definitely coming back."
The price is $347
$435 total
includes taxes & fees
May 29 - May 30
Pelican Post at Anna Maria Island Inn
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
2.0 star property
8.2 out of 10, Very Good, (132)
"Came to siesta keys for the first time, really enjoyed our time there and it was a beautiful tiny place"
The price is $98
$178 total
includes taxes & fees
May 29 - May 30
Tiny House Siesta
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (353)
"Friendly staff. Diane was very helpful."
The price is $260
$409 total
includes taxes & fees
Jun 4 - Jun 5
Tradewinds Beach Resort
Outdoor pool, pool umbrellas, sun loungers
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, (379)
"Amazing property and super friendly staff. We had the best time and our room was perfect. Full kitchen with everything we needed to make any meal. Washer/dryer that we could use plus so many little extras in the supply house we could use if needed! Pool was clean and beautiful. Beach was super close, just about a minutes walk away. Will definitely be returning in the future! "
Queen's Gate Resort
Beach | On the beach
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.6 out of 10, Excellent, (27)
"We rented this house based upon the photos showing the vintage style beach home and because the location was literally steps away from where we were getting married on the beach. We had a minor mishap during our stay that was completely our fault. The owner was very responsive and understanding. I highly recommend this beautiful beach cottage."
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Exterior
The Sailor Park
3.0 star property
3.2 out of 10, (15)
"This was a very welcome get away. Absolutely beautiful views. The owner is great. I definitely will come back. "
The price is $52
$160 total
includes taxes & fees
May 29 - May 30
The Sailor Park
Beach
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, (6)
"The house is absolutely beautiful. 4 bedrooms, 3 bathrooms (2 ensuite), well stocked , very nice lanai, big backyard, gas grill, the owner came right away when there was a small issue - she is Very nice. I would highly recommend this house to anyone who wants a beautiful place to stay. Looking forward to staying there again."
The price is $129
$601 total
includes taxes & fees
Jun 14 - Jun 15
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
On the beach, white sand
Sea Club I Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (281)
"The unit could use an update"
Sea Club I Beach Resort
Beach nearby, beach towels
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.0 out of 10, Wonderful, (9)
"My daughter and her friends loved this rental and the close proximity to Anna Maria Island. A wonderful weekend to celebrate her birthday!"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (346)
"Quick little walk to beach. Great beach chairs. Best location on the beach. They were easily and quick to get in touch with for questions and the location was perfect. "
The price is $294
$369 total
includes taxes & fees
May 29 - May 30
Haley's at The Anna Maria Island Inn
View from property
The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, (65)
"The Pink House Unit B was one of the best units I have stayed using VRBO for years now. The pictures do it perfect justice. It’s a nice quaint space with a 1 min walk to beach. The unit is literally across the street from the beach which was quiet, not crowded at all. The only tiny drawback was the bathroom. The shower and toilet do need updates but don’t let that detour you one bit. Great place and location! I would rent again for sure!!!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
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See all available properties in Lido Key
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.

Other types of properties in Lido Key you may be interested in

Private beach, white sand, sun loungers, beach umbrellas
Sandcastle Resort at Lido Beach
3.0 star property
7.0 out of 10, Good, (1312)
"The Best beach i have swim in USA so far.Warm and calm.May be becuse the beach is in Gulf of Mexico not Atlantic and Pacific ocean."
The price is $179
$231 total
includes taxes & fees
May 29 - May 30
Sandcastle Resort at Lido Beach
2 outdoor pools, sun loungers
Lido Beach Resort
4.0 star property
8.6 out of 10, Excellent, (1001)
"Pool/gulf view is a must. Very nice, but pricey. Sliding glass door very, very hard to move. Shower water temp was way to hot, and could not be cooled with the regulating handle. We did not ask for a handicap accessible shower/bath, but got one. Did note care for the old tile floor, which looked dirty. The beach is really nice, with reasonable fees. Not overcrowded. The pool/gulf view overshadows most small issues."
The price is $299
$383 total
includes taxes & fees
May 29 - May 30
Lido Beach Resort
Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3414)
"This hotel is nice and well located right behind the airport. Plus is pet friendly, breakfast was nice (it is not included but still affordable for only $4)"
The price is $78
$102 total
includes taxes & fees
Jun 2 - Jun 3
Kompose Boutique Hotel
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.

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 $52 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.

Recent reviews of Lido Key properties
Expedia verified reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

5/5 Excellent
"This hotel is nice and well located right behind the airport. Plus is pet friendly, breakfast was nice (it is not included but still affordable for only $4)"
A verified traveler from Riohacha stayed at Kompose Boutique Hotel
Posted 2 hours ago
Kompose Boutique Hotel