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

Lido Key Holiday Rentals

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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$471
HK$1,717 total
includes taxes & fees
6 Oct - 7 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$1,243
HK$3,333 total
includes taxes & fees
10 Oct - 11 Oct
Coastal Studio, Walk to St Armand's or Lido Beach
A patio with a table set for two, a blue umbrella, and a white fence.

3. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is HK$1,442
HK$3,542 total
includes taxes & fees
16 Oct - 17 Oct
Studio by Lido Beach w heated pool
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$1,079
HK$3,370 total
includes taxes & fees
7 Oct - 8 Oct
Lido Key 2 bed Heated Pool and al fresco shower
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

5. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
Lido Key Casita w Pool Steps to the Beach
A pool area with a waterfall feature, lounge chairs, and palm trees.

6. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,943 reviews)
"Amazing resort,"
United States
kurt
The price is HK$1,261
HK$1,629 total
includes taxes & fees
6 Oct - 7 Oct
Tropical Beach Resorts
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.

7. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (188 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 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, (1,316 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is HK$1,224
HK$1,516 total
includes taxes & fees
6 Oct - 7 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, (2,458 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
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

10. [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.
The price is HK$1,132
HK$2,949 total
includes taxes & fees
18 Oct - 19 Oct
[escape to paradise] siesta key beach getaway
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

11. 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.
The price is HK$1,526
HK$5,226 total
includes taxes & fees
10 Oct - 11 Oct
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK 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 tall grasses and a sunset.

13. 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.
The price is HK$1,120
HK$2,054 total
includes taxes & fees
6 Oct - 7 Oct
Beachside Studio Located Across from Main Beach and Half Mile to Village
A beach with a wooden picnic table, palm trees, and a clear blue sea.

14. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
United States
Tracie B.
The price is HK$1,985
HK$3,684 total
includes taxes & fees
8 Oct - 9 Oct
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
A wooden pathway leading to a beach with lush greenery on either side.

15. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is HK$1,020
HK$2,364 total
includes taxes & fees
12 Oct - 13 Oct
Oceanfront Bliss–Longboat Key Beach 106 by RVA
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$1,347
HK$1,705 total
includes taxes & fees
6 Oct - 7 Oct
Pelican Post at Anna Maria Island Inn
A beach with a wooden picnic table, palm trees, and a clear blue sea.

17. 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, (167 reviews)
"Perfect location, cozy couples get away."
United States
Hetty B.
The price is HK$1,439
HK$2,454 total
includes taxes & fees
25 Oct - 26 Oct
Studio Retreat Across the Street from Beautiful Siesta Key Beach
An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

18. Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (29 reviews)
"Perfect location and was very clean and updated"
United States
George J.
The price is HK$2,625
HK$5,034 total
includes taxes & fees
19 Oct - 20 Oct
Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
A beach with clear blue water and a sandy shore, framed by green foliage.

19. Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.2 out of 10, Wonderful, (63 reviews)
"The view from the room was amazing. The entire property was very clean and well kept."
United States
Jane B.
The price is HK$1,962
HK$3,496 total
includes taxes & fees
13 Oct - 14 Oct
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

20. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is HK$754
HK$1,979 total
includes taxes & fees
6 Oct - 7 Oct
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
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

Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"Everything about this property was very impressive. The lobby and dining room were beautifully decorated and comfortable. The staff was very friendly and helpful with many of our requests We would definitely stay here again or at other Opal properties"
Charles 2-night trip
Posted less than an hour ago
Cirque St. Armands Beachside

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