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Villa holiday rentals in Lido Key

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Popular amenities for Lido Key villa rentals

Private villa rentals

Superhost
Villa in Sarasota
4.74 out of 5 average rating, 19 reviews

Tiki Bella Villa (Entire home with Pool)

JanaeRating, 5 stars11 months ago
The home was as described. We really enjoyed the pool, and everything we needed was there. Our dog loved the fenced backyard too. The mattresses were very comfortable. While we were a little hesitant about plane noise after our arrival, the air traffic didn’t interrupt our sleep or fun at all. Highly recommend Gina’s listing, and we would definitely stay there again.
Villa in Sarasota
4.9 out of 5 average rating, 10 reviews

Remodeled Mid-century POOL house

MelanieRating, 5 stars2 weeks ago
Aurelia was very responsive and helpful before and during the trip. The home was clean and felt very welcoming. However we did end up purchasing some standing fans for a couple of the rooms as it got very hot and there wasn’t much airflow in the house. Overall we really enjoyed our stay and our daughter had a blast in the pool!
Guest favourite
Villa in Port Charlotte
4.79 out of 5 average rating, 39 reviews

Waterfront Villa with heated Pool

CoryRating, 5 stars4 weeks ago
Amazing stay! Very private, gorgeous property. Our local contact was very responsive. It’s worth the stay just being next to the water and watching the wildlife! Would 100% stay again!
Guest favourite
Villa in Siesta Key
4.93 out of 5 average rating, 15 reviews

2025 Remodeled private villa, 6 min walk to beach

BruceRating, 5 stars2 months ago
Colleen’s accommodations included all the comforts of home. We truly enjoyed our 8 day stay. Colleen is a great host and we highly recommend doing business with her.
Superhost
Villa in Bradenton
4.75 out of 5 average rating, 102 reviews

My Little House - 2/2 on a lake

MichaelRating, 5 stars4 weeks ago
We had a great stay. My wife and I had a great time in the area and this listing was centrally located to everything we wanted to do. House was updated and very clean! Will definitely be staying here again!
Superhost
Villa in Sarasota
5 out of 5 average rating, 19 reviews

Villa Siesta, Secret Downtown Treasure-heated Pool

HopperRating, 5 stars87 months ago
great location. great community with friendly & helpful residents. made lots of friends. May consider buying here.
Guest favourite
Villa in Sarasota
4.83 out of 5 average rating, 53 reviews

Your own tropical paradise in Sarasota

MayaRating, 5 stars2 months ago
We absolutely loved our stay here. Anna was friendly and helpful. The house was spotless, comfortable, and had everything that was needed. The location was unbeatable. Will definitely return! Thank you Anna!
Top Guest favourite
Villa in Bradenton
5 out of 5 average rating, 38 reviews

River Pointe 3/2 Lakefront Home with Heated Pool

MichelleRating, 5 stars2 months ago
Immediately upon arrival, I thought that the pictures did not do this place justice. It was clean, spotless, and very well stocked this house had everything we could possibly need and even things we didn’t even think we needed it, but had available. We enjoyed the location being fairly close to the beach yet private and away from The madness of the tourists. We really enjoyed sitting in the pool or on the back patio and watch all the wildlife, especially the birds coming and going. It was peaceful, relaxing, and everything we needed to get away from the Midwest for spring break. Thank you so much to the host For staying in communication and being so great.

Luxury villa rentals

Villa in Holmes Beach
4.84 out of 5 average rating, 63 reviews

Exclusive Islands West Resort - Villa #3 Seahorse

JimRating, 5 stars1 month ago
We stayed in seahorse number three a one bedroom bungalow. The place was spotless. Upon arrival they provided a beach wagon with two chairs towels, and even though I didn’t ask for them they were two beach bikes there waiting for someone.
Villa in Holmes Beach
4.5 out of 5 average rating, 8 reviews

Welcoming 3BR 2nd-Floor | Balcony | Pool

SabriyaRating, 5 stars53 months ago
Beautiful space, modern decor & high end linens. Exceptionally clean, great location, 8 minute walk to gorgeous beach.
Guest favourite
Villa in Siesta Key
4.9 out of 5 average rating, 168 reviews

Mermaid Villa Ocean Front!

TiffanyRating, 5 stars3 weeks ago
We’ve stayed MANY places in Siesta…. It’s my favorite place to visit. This condo is definitely at the top of my list and I will be back! Beautiful, great location, and one of the cleanest AirBnB I’ve ever stayed in. Really a great experience!
Superhost
Villa in Holmes Beach

La Isla Bonita by Coastal Chic Vacations

ElizabethRating, 5 stars2 months ago
The house is roomy and had plenty of space for everyone, including multiple eating spaces and nice outdoor areas, especially the breezy top floor porch with nice water and sunset views. It's truly a 5-minute max walk or 2-minute drive to a busy beach with amenities (cafe/outdoor showers/restrooms), or a 10- to 15-minute drive to the less-busy/fewer amenities beaches at the island's northern and southern ends. Also that same 2-minute drive to the grocery, two drug stores, and several restaurants. While close to a main road, at the house and even outside it was strikingly quiet and serene. The pool was nice and the game room was great to have. My one suggestion would be the addition of a designated sand-wash-off spot/hose at the front of the house near the driveway.
Guest favourite
Villa in Sarasota
4.95 out of 5 average rating, 41 reviews

Coastal Villa w/ Amazing Courtyard - Splash Pad!

Kathleen & AnthonyRating, 5 stars1 week ago
Easy check in and easy to find. Close to Sarasota beaches!
Villa in Holmes Beach
4.71 out of 5 average rating, 7 reviews

Modern 3BR 2nd-Floor | Balcony | Pool

WendiRating, 5 stars19 months ago
The condo was beautiful and actually larger than I expected. Sometimes the photos are deceiving regarding the size of rooms and this condo is spacious and open. 5 minute walk to the beach. Quiet neighborhood. I would definitely return to this condo for future visits to AMI.
Guest favourite
Villa in Holmes Beach
4.97 out of 5 average rating, 72 reviews

Calico AMI – Steps to Sand, Family Paradise!

EricaRating, 5 stars2 weeks ago
My husband and I, along with our two daughters, son in laws and 17-month-old granddaughter had a wonderful stay at Calico. The house was stocked with everything you could possibly need and was in a great location. We enjoyed the pool, the fun games and were so grateful for the supply and use of all the beach equipment. Celine was a great host, very responsive and quick to answer any questions we had. Thank you Celine for all the helpful tips, the amazing guidebook and sharing your beautiful home with us. It was our first time visiting Anna Maria Island and we can’t wait to come back!
Top Guest favourite
Villa in Siesta Key
4.94 out of 5 average rating, 16 reviews

Siesta Key at Sunset-Lower Floor

StephanieRating, 5 stars2 weeks ago
This place was even better than what we imagined. This beach is a yearly tradition for us and now a stay at this property will also. The beach is the best and the house is so comfortable and meticulously set up. Our kids had a blast. The property is simply amazing. We will definitely be coming back.

Villa rentals with a pool

Villa in Siesta Key
5 out of 5 average rating, 3 reviews

Siesta Key Beach Villa

DanielRating, 5 stars24 months ago
close to white sugar powder sand beaches, shops, grocery stores. the security was top of the line friendly and professional. awesome location. Cold A/C. hot showers. nice screened in pation. Zero complaints, we will be back again. thank you for letting my family borrow your residence for a week!
Villa in Bradenton Beach
4.75 out of 5 average rating, 4 reviews

Starfish East- Beautiful Villa with amazing

SueRating, 5 stars19 months ago
This was a sisters vacation….and we couldn’t have asked for a better place to spend it. The home was beautiful and right near the beach. The pool was private and clean. We loved the feeling every time we walked in the door. We walked to dinner and shops and coffee. And any questions were answered right away. Can’t wait to come back.
Villa in Anna Maria
5 out of 5 average rating, 5 reviews

Bean Point Residence Unit B by SeaBreeze Vacation

JanetRating, 5 stars9 months ago
This place was wonderful. Best part..the pool and the location to the beach. You could easily walk back to the house from the beach if you forgot something. Easy to run out to see the beautiful sunsets. The pool was awesome. We used it a lot. So nice to have all of the provided amenities including beach towels, beach wagon, beach chairs, umbrellas, shampoo, soap, etc. paper towels, laundry pods, dishwasher pods. Could have used a few things like salt and pepper in the kitchen but they were very generous with the amenities. The area is quiet with just a little traffic going by. The place was VERY clean. Only thing to know which didn't bother us is the laundry room is off one of the bedrooms so if doing laundry at night it's pretty loud, and you have to go through that bedroom to get to the pool. Again didn't really bother us but might depending on your situation. could also go ti pool from front. Close to Rod & Reel Pier for great lunch. about 15 min walk to shuttle and Pine Ave.
Guest favourite
Villa in Siesta Key
5 out of 5 average rating, 16 reviews

Siesta Key Villa with beach to bay access.

AlainaRating, 5 stars11 months ago
My boyfriend and I were extremely pleased with this location. It had everything we needed and more. We always took the Frog Hop to and from the village. The access to the pool and beach was an easy walk. The beach was not crowded and was the perfect distance away from the main crowd. If I ever travel back to Siesta Key, I will absolutely be staying in the same location.
Villa in Venice
5 out of 5 average rating, 7 reviews

VIlla Venice

MeganRating, 5 stars2 months ago
This home is absolutely stunning if you’re looking for a getaway with your family or evening another couple. The home is very spacious, the pool is absolutely stunning and perfect and the beach is just a short drive away! Very local to many things! Bonnie was so sweet and quick to respond to whatever we needed! Would recommend this place to anyone !
Villa in North Port
5 out of 5 average rating, 4 reviews

Family pool home near beaches & golf. May-June

TressaRating, 5 stars1 month ago
Absolutely all around wonderful experience for our family of four and our dog. We all felt welcome as if we were staying at a family members vacation home. They have everything you need, and several added touches to enhance your stay! Cleanliness, location to golf courses, lit walking path, heated pool, large seating areas/tables, decor, supplies provided and kind hosts all helped make our stay perfect. Lisa and Jeff were accommodating, kind, responsive and caring- will definitely rent from them again, highly recommended!
Villa in Longboat Key
4.55 out of 5 average rating, 38 reviews

Sunny Gulf Coast Villa: Direct Beach & Pool Access

RachelRating, 5 stars4 months ago
Lovely place. Room was clean and spacious. Check-in and check-out were easy as could be. Everyone was friendly and helpful. Beautiful beach. Highly recommend.
Villa in Sarasota
5 out of 5 average rating, 3 reviews

2bed/2bath steps away from Siesta Key beach!

JasonRating, 5 stars2 months ago
Everything was as described, outstanding experience.

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