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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Our top choices for Lido Key holiday rentals

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, (3 reviews)
"Love this place! Will come back- Jayme was great!!"
United States
Sue N.
The price is NZ$411
includes taxes & fees
27 Sept - 28 Sept
Ivory & Ocean •walk to Lido beach •private patio

2. 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 NZ$630
includes taxes & fees
27 Sept - 28 Sept
Lido Key 2 bed Heated Pool and al fresco shower

3. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is NZ$591
includes taxes & fees
28 Sept - 29 Sept
Lido Key Casita w Pool Steps to the Beach

4. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is NZ$649
includes taxes & fees
17 Oct - 18 Oct
Cozy Lido Studio by Beach & St Armand's

5. Walk to Lido Beach Tiki Bar, 2 Queen Suites

Walk to Lido Beach Tiki Bar, 2 Queen Suites
Lido Key
10.0 out of 10, Exceptional, (10 reviews)
"Everything was great! Super clean a short walk to the beach and for coffee! "
United States
Neely D.
The price is NZ$957
includes taxes & fees
29 Sept - 30 Sept
Walk to Lido Beach Tiki Bar, 2 Queen Suites

6. 2BR Lido Key condo close to beach, and full kitchen

2BR Lido Key condo close to beach, and full kitchen
Lido Key
10.0 out of 10, Exceptional, (18 reviews)
"This unit is within walking distance of Lido Beach and St. Armands Circle. Very clean, air conditioned, and the owner responded quickly to questions. "
United States
David P.
The price is NZ$948
includes taxes & fees
27 Sept - 28 Sept
2BR Lido Key condo close to beach, and full kitchen

7. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is NZ$580
includes taxes & fees
1 Oct - 2 Oct
Studio by Lido Beach w heated pool

8. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
The price is NZ$627
includes taxes & fees
4 Oct - 5 Oct
Coastal Studio, Walk to St Armand's or Lido Beach

9. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (181 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is NZ$416
includes taxes & fees
4 Oct - 5 Oct
SeaSpray Resort

10. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,916 reviews)
"Amazing resort,"
United States
kurt
The price is NZ$312
includes taxes & fees
29 Sept - 30 Sept
Tropical Beach Resorts

11. [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 NZ$504
includes taxes & fees
27 Sept - 28 Sept
[escape to paradise] siesta key beach getaway

12. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,452 reviews)
"This place was perfect!"
United States
Kat
The price is NZ$237
includes taxes & fees
27 Sept - 28 Sept
Hibiscus Suites - Gateway to Siesta Key

13. Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (75 reviews)
"great location- clean "
United States
Jon W.
The price is NZ$684
includes taxes & fees
27 Sept - 28 Sept
Siesta Cooler: Only Minutes Walk to Siesta Beach!

14. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,309 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is NZ$321
includes taxes & fees
29 Sept - 30 Sept
Captiva Beach Resort

15. 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 NZ$469
includes taxes & fees
25 Sept - 26 Sept
Beachside Studio Located Across from Main Beach and Half Mile to Village

16. 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
The price is NZ$549
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Oasis – Longboat Key 226 by RVA

17. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.4 out of 10, Exceptional, (144 reviews)
"We loved it!"
United States
John S.
The price is NZ$533
includes taxes & fees
28 Sept - 29 Sept
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

18. 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 NZ$531
includes taxes & fees
29 Sept - 30 Sept
Oceanfront Bliss–Longboat Key Beach 106 by RVA

19. 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)
"It was a great place. And just about a 5 min walk to the beach. "
United States
DESIREE
The price is NZ$508
includes taxes & fees
28 Sept - 29 Sept
Studio Retreat Across the Street from Beautiful Siesta Key Beach

20. 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)
"This property was very comfortable for our family of 3, everything was very clean, specially the towels and bed sheets, has perfect location, walking distance to the beach and the village which is lovely with plenty of restaurants, few ice cream shops, nice cafes, we had a great time staying in this apartment and will definitely recommend to family and friends"
United States
Maliuska R.
The price is NZ$1,247
includes taxes & fees
10 Oct - 11 Oct
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lido Key holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lido Key. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lido Key. Seeing all the best attractions is bound to make you fall in love with Lido Key. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lido Key short-term rentals, that won’t be hard to do.

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