Holiday Homes in Lido Key

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Lido Key

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.6 out of 10, Exceptional, (84)
"Wonderful property in a great, convenient location. The host was an excellent communicator, providing tutorials and guidance. We'll definitely be checking its availability the next time we return to Sarasota!"
The price is AU$1,065
includes taxes & fees
2 Feb - 3 Feb
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (222)
"It was a new experience for us to stay at a no-contact property with fully remote services via texts. But the villa had everything we needed and very comfortable. We enjoyed the stay! "
Tropical Villas of Venice Beach

New home 3/2 renovation 3 miles to Siesta Key

9.2 out of 10, Wonderful, (7)
"This was a really great find. Comfortable beds, close to beach and easy access back to the airport. Only issue was a lot of animal hair was left behind, but easy fix with the vacuum. If we return for vacation we’ll stay again! "
The price is AU$542
includes taxes & fees
22 Jan - 23 Jan
New home 3/2 renovation 3 miles to Siesta Key

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (163)
"Great condo with a quick walk to the beach and a beautiful view of the sunset. Condo was clean with the exception of ceilings fans & coffee maker. Also we could very clearly hear conversations in the condo next to us when we were in the living room area. Communication with owner was great. Very responsive and friendly! Would stay here again."
The price is AU$538
includes taxes & fees
28 Jan - 29 Jan
Anna Maria Beach Condo 1/1

Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

9.6 out of 10, Exceptional, (114)
"Everything was as expected with the property - however, there was no communication about the cleanup and construction going on all around - I know it was out of your control with the hurricane damage, but I would say that we overpayed for the condition of the area.Lisa did a very good job with communication and the checkin process - Thanks "
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC

9.8 out of 10, Exceptional, (10)
"The house was very nice "
Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC

Private Pool House 6 miles from the Beach

9.8 out of 10, Exceptional, (218)
"This house was a pleasant surprise. Extremely clean and well maintained. I plan to return this spring for a longer stay."
Private Pool House 6 miles from the Beach

Cozy Cottage - Steps to Riverwalk/Close to Beaches

10.0 out of 10, Exceptional, (159)
"Great location. Adorable decor. Comfortable bed and a great shower. Well supplied with all you can need for a wonderful experience."
Cozy Cottage - Steps to Riverwalk/Close to Beaches

Beachside Retreat with Pool and Beach Access

9.2 out of 10, Wonderful, (32)
"See above "
Beachside Retreat with Pool and Beach Access

Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

9.2 out of 10, Wonderful, (7)
"Perfect spot within walking distance to Bridge Street. Definitely will stay here again!"
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals

Near to Anna Maria Island, IMG Academy and GT Bray Park.

9.8 out of 10, Exceptional, (7)
"Quick visit to see family. Location was close to campus and was great for our needs. Thank you for having a great venue in a good location."
The price is AU$486
includes taxes & fees
27 Jan - 28 Jan
Near to Anna Maria Island, IMG Academy and GT Bray Park.

The Wee Cottage | House in Anna Maria

8.4 out of 10, Very good, (12)
"Found a little piece of paradise"
The Wee Cottage | House in Anna Maria

Charming Private Garden Cottage hide away in the heart of Sarasota

10.0 out of 10, Exceptional, (149)
"Really nice cottage. It is clean and comfortable with nice decorations and a private garden. The location is very convenient to places in Sarasota. Lynne and Doug are great hosts. From the things they prepared and arranged in the cottage and around, you can tell that they are very considerate of their guests. Communication with them was very easy. We enjoyed our stay and would highly recommend their cottage to anyone! "
Charming Private Garden Cottage hide away in the heart of Sarasota

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

9.8 out of 10, Exceptional, (77)
"We had the best day. The house went above and beyond and preparing this property after the recent devastating hurricane. Everything was impeccably done, we could not have asked for better accommodations. The location is ideal, only brought from the beach. The only sad part is that the real pier was destroyed. We plan to return to this wonderful property soon."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

Beachfront estate near Sarasota with spectacular gulf views

8.8 out of 10, Excellent, (18)
"We had a group of 9 friends staying here and had a great time. Plenty of room for everyone and having a bathroom per bedroom was a plus. The convenience of the beach was great and the pool was central to a lot of our time together. As others have noted, the construction next door was ongoing but we tuned it out after a bit - they seemed to work 7a-3p daily. There were more/better accommodations than expected based on the description - they supplied all the towels (including beach towels),...
Beachfront estate near Sarasota with spectacular gulf views

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

9.8 out of 10, Exceptional, (78)
"We stayed here for a soccer tournament in Sarasota. The hosts were responsive when we had questions and all that good stuff. Some places were closed because of the hurricanes, but that was expected.All in all it was a good stay. "
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.6 out of 10, Exceptional, (13)
"The property looked exactly like the photos. It was clean, in a very quiet neighbourhood close to the beach & some good restaurants. Beds were comfortable. Kitchen could have done with more stock (there were 8 of us staying & not enough crockery or cutlery) but wasn’t a huge issue. We loved the location & how quiet it was, so would definitely stay again."
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Spacious coastal retreat with private yard | Minutes from Bradenton Beach

9.0 out of 10, Wonderful, (19)
"Inside was clean and fresh and enough room for all outside needs some cleaning and work on the porch "
Spacious coastal retreat with private yard | Minutes from Bradenton Beach

Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking

9.4 out of 10, Exceptional, (42)
"Went for tournament, perfect decision!"
Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking
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.
Don't see what you're looking for?
See all available properties in Lido Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Lido Key

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

10.0 out of 10, Exceptional, (128)
"Property was in a great location and very close to the beach. Easy walk to St Armand’s. "
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4541)
"This property sustained significant damage from the hurricanes but they are expeditiously making all necessary repairs and improvements. The property is probably absolutely beautiful when the foliage and landscaping is in tact. The pathway from our specialty sun deck second-floor unit was a quick super short walk to the magnificent beach. On-site, office staff is very, very friendly and accommodating. The studio was adorable and tastefully decorated ~ appeared to be new and excellent condition....
Tropical Beach Resorts

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
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.