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

Lido Key Vacation Rentals

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Check prices for these dates

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

Our top choices for Lido Key vacation 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.
$220 nightly
The price is $230
Oct 8 - Oct 9
Total with taxes and fees
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.
$367 nightly
The price is $409
Oct 10 - Oct 11
Total with taxes and fees
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
$425 nightly
The price is $474
Oct 31 - Nov 1
Total with taxes and fees
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.
$452 nightly
The price is $503
Oct 26 - Oct 27
Total with taxes and fees
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
$376 nightly
The price is $420
Oct 16 - Oct 17
Total with taxes and fees
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
$209 nightly
The price is $236
Nov 4 - Nov 5
Total with taxes and fees
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, (5,948 reviews)
"Amazing resort,"
United States
kurt
$158 nightly
The price is $179
Oct 8 - Oct 9
Total with taxes and fees
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, (1,317 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$167 nightly
The price is $187
Oct 11 - Oct 12
Total with taxes and fees
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, (2,460 reviews)
"This place was perfect!"
United States
Kat
$127 nightly
The price is $144
Oct 11 - Oct 12
Total with taxes and fees
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.
$582 nightly
The price is $649
Oct 10 - Oct 11
Total with taxes and fees
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.
$293 nightly
The price is $328
Oct 12 - Oct 13
Total with taxes and fees
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.
$276 nightly
The price is $308
Nov 2 - Nov 3
Total with taxes and fees
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.
$301 nightly
The price is $307
Oct 14 - Oct 15
Total with taxes and fees
[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.
$633 nightly
The price is $706
Oct 25 - Oct 26
Total with taxes and fees
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
$271 nightly
The price is $306
Oct 8 - Oct 9
Total with taxes and fees
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.
$406 nightly
The price is $454
Oct 17 - Oct 18
Total with taxes and fees
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
$544 nightly
The price is $607
Oct 8 - Oct 9
Total with taxes and fees
🌷 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
$372 nightly
The price is $414
Oct 26 - Oct 27
Total with taxes and fees
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
$286 nightly
The price is $319
Oct 18 - Oct 19
Total with taxes and fees
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.
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Top Lido Key Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Nice and easy access to store, restaurant etc"
Sunday 5-night trip
Posted 11 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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 $144 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.

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