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Villa vacation rentals in Lido Key

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Popular amenities for Lido Key villa rentals

Private villa rentals

Villa in Longboat Key
4.75 out of 5 average rating, 4 reviews

Waterfront Condo, Private Boat Dock, Beach Access!

PeterRating, 5 stars2 weeks ago
loved staying at Val's place. a great, private location in walking distance of the beach and delicious restaurants. a very cute park right next to the unit. would stay again
Villa in Terra Ceia
5 out of 5 average rating, 10 reviews

Private Island/Canal Front Luxury/Views/5 Kayaks

FredricRating, 5 stars17 months ago
Perfect getaway for natual lover. The house is very cozy, and kids had a great time. Great location with Beaches, boat tours, grocery, restaurants are all available nearby.
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 favorite
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 favorite
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 favorite
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

Top guest favorite
Villa in Holmes Beach
5 out of 5 average rating, 17 reviews

Waterfront in Paradise

JulieRating, 5 stars2 months ago
We had an amazing stay at Mimi’s! I’ve never communicated so much with a host but she was just so helpful and willing to answer any and all questions! It felt like I was staying at a friends’. We loved our accommodations and I’m picky! Everything was well thought out, super clean and very cozy! The view to the harbor was awesome and our fishing excursion picked us up right at our dock! We loved our stay and would highly recommend! Mimi will make sure everything is perfect!
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 favorite
Villa in Sarasota
4.95 out of 5 average rating, 41 reviews

Coastal Villa w/ Amazing Courtyard - Splash Pad!

Kathleen & AnthonyRating, 5 stars6 days ago
Easy check in and easy to find. Close to Sarasota beaches!
Superhost
Villa in Osprey
5 out of 5 average rating, 11 reviews

Paradise with a pool, pier and private beach area

LauraRating, 5 stars19 months ago
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.
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 favorite
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!
Villa in Sarasota
4.73 out of 5 average rating, 85 reviews

Cheerful 4-bedroom Villa with heated pool.

ScottRating, 5 stars1 week ago
We enjoyed our stay. It was working weekend, but we enjoyed our down time too.
Top guest favorite
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 North Port
4.83 out of 5 average rating, 24 reviews

Cheerful 3-bed villa with heated pool+beach staff

AmyRating, 5 stars3 months ago
We really enjoyed our stay! The house was very clean, comfortable and had everything we needed. We really appreciated having the beach gear, including a wagon the transport everything. Very convenient! Beautiful beaches within 30 minutes. Wellen Park and Warm Mineral Springs worth checking out! Irina was very responsive. Pool temp was a little cooler than our comfort level and some of the outdoor things are a bit warn (basketball hoop broken, pool floats, etc.). Other than that the place was just perfect! Highly recommend!
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.
Guest favorite
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 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 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.

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