Villa holiday rentals in Longboat Key

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Popular amenities for Longboat Key villa rentals

Private villa rentals

Guest favourite
Villa in Palm Harbor
4.92 out of 5 average rating, 36 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

AyleenRating, 5 stars5 days ago
My group of 9 was well accommodated and had an amazing stay! Highly recommend to any and all.
Superhost
Villa in Bradenton Beach
4.8 out of 5 average rating, 30 reviews

Booking for Summer! Short walk to the beach-Unit A

KatieRating, 5 stars2 months ago
Great place just seconds from the beach! We arrived late (2 a.m.) from canceled fights and had trouble with the lock code. (User error) Someone answered my call immediately and got us right in. There’s beach supplies such as a wagon, chairs, umbrella and even towels, which were so convenient. I highly reccomend this place! Great stay!
Guest favourite
Villa in Palmetto
5 out of 5 average rating, 20 reviews

The Sea House

MichelleRating, 5 stars2 months ago
Couldn’t have found a better place to stay for our trip. After full days at the beaches, sightseeing, and exploring it was so nice to get back to our little house to enjoy the quiet and relaxing oasis. Truly a wonderful place to stay.
Top Guest favourite
Villa in Sarasota
5 out of 5 average rating, 29 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

HeatherRating, 5 stars3 weeks ago
Perfect space to get away. Victoria’s place was very clean. Had tons of toiletries. Tons of Amenities. Beach toys. Coolers. Pool towels. Matched the description perfectly. We will definitely be back!! 10/10 recommend.
Guest favourite
Villa in Sarasota
5 out of 5 average rating, 6 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

KaylaRating, 5 stars1 month ago
We had a lovely stay at Villa 7! It was clean, comfortable, and had everything we needed (and more!). The kitchen was well stocked, the beach toys were a fabulous treat for the kids, and we loved the fun garage space! Kat was quick to respond to any questions and very friendly. We appreciated the clear instructions, recommendations, and information she shared with us. We walked to the beach and the pool and could easily rinse off using the outdoor shower. We also enjoyed walking to the Daquiri Deck & Captain Curts, and taking the free Breeze Trolley into the village. This location is great and the villa itself is very nice!! Definitely recommend :)
Guest favourite
Villa in Sarasota
4.94 out of 5 average rating, 16 reviews

Robinhood Beach Villa near Siesta Key Beach!

AustinRating, 5 stars1 week ago
Th host Chad was super nice person and very understanding he responded in a timely matter. The place was nice and looked like the pictures did. I would definitely book with Chad again !
Superhost
Villa in Sarasota
4.7 out of 5 average rating, 10 reviews

Charming 2/2 Village des Pins close to Siesta Key

TomRating, 5 stars16 months ago
This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.
Guest favourite
Villa in Largo
4.91 out of 5 average rating, 46 reviews

Private Pool- 10 minutes to Beach_A Chic 1B Villa!

CandiceRating, 5 stars4 days ago
The home was very nice. Alex is a great host. I def recommend.

Luxury villa rentals

Guest favourite
Villa in Sarasota
4.97 out of 5 average rating, 36 reviews

Luxurious 4-Bedroom Retreat near Siesta Key

LisaRating, 5 stars1 week ago
This property was fantastic! Located in a great spot near shopping and restaurants, it made exploring Siesta Keys so convenient. The host was incredibly responsive and attentive, which made our stay even more enjoyable. The home was well-equipped with everything we needed, including beach chairs, beach towels, a large cooler with wheels, and a cart with wheels—perfect for days at the beach! We absolutely loved the patio and pool area; it was the perfect place to relax after a day of exploring. I would highly recommend this property to anyone visiting Siesta Keys and would definitely stay here again on our next trip. Truly a wonderful experience!
Guest favourite
Villa in Thonotosassa
4.95 out of 5 average rating, 43 reviews

Lakeside Villa

JohnRating, 5 stars1 month ago
Amazing lake house, loved it
Top Guest favourite
Villa in Tampa
5 out of 5 average rating, 75 reviews

Luxury home in the heart of South Tampa & POOL!

OscarRating, 5 stars1 week ago
We had a wonderful stay at Isabella’s home! It was the perfect place for a family getaway. The house is beautiful, clean, and very well maintained. The beds were extremely comfortable, which made for a great night's sleep. The pool area was awesome — a great spot to relax and enjoy the Florida weather. Isabella was a fantastic host, very responsive and welcoming. We would definitely stay here again and highly recommend it to anyone visiting the area!
Guest favourite
Villa in Seminole
4.94 out of 5 average rating, 70 reviews

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

MickaylaRating, 5 stars6 days ago
The house was exactly what we were looking for, especially for our large family vacation. The location was great and offered easy access to plenty of stores and restaurants, and it was close to the beach which made traveling in the area easy. The ice cream shop next door was amazing and we found ourselves visiting it multiple times throughout the week. We would definitely stay again for future vacations!
Guest favourite
Villa in Clearwater Beach
4.97 out of 5 average rating, 32 reviews

4 min Walk to Beach, Pool, Hot Tub, Roof Deck

JamesRating, 5 stars1 week ago
The condo was comfortable and conveniently located within easy walking distance to beach, local restaurants and coffee shops. We enjoyed evenings watching the moon rise from the upper deck.
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.
Guest favourite
Villa in Holmes Beach
4.97 out of 5 average rating, 73 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!
Superhost
Villa in Indian Rocks Beach
4.94 out of 5 average rating, 71 reviews

The Emerald Villa, Eco-Luxury by the Sea

YoannaRating, 5 stars2 weeks ago
This home is very close to the beach and restaurants but still feels very private. It is spacious and peaceful. It had everything we needed in the kitchen and plenty of things to bring to the beach. Highly recommend using the wellness room and sauna. We loved every second of our stay and can't wait to go back.

Villa rentals with a pool

Superhost
Villa in Venice
4.81 out of 5 average rating, 32 reviews

Peaceful bright home minutes from the beach

DanielleRating, 5 stars2 months ago
5 stars! We had a fantastic stay at this home! The house was spotless and very well-equipped with everything we needed—from kitchen supplies to extra towels. The pool and jacuzzi were definitely highlights; perfect for relaxing at the end of the day. It was also great to find a place that’s truly pet-friendly—our dog felt right at home. Everything was just as described, if not better. Highly recommend and would absolutely stay here again!
Guest favourite
Villa in St. Petersburg
4.87 out of 5 average rating, 30 reviews

2 Homes! 4 MN/Beach! SLT Pool, Hotub, Kayaks GM RM

MichelleRating, 5 stars1 month ago
Our stay was great for a bachelorette weekend ! The host was so responsive and got back to us right away. Enough towels for 14 + people. The amenities of the house were great. We enjoyed the use of the pool and hot tub! Definitely recommend staying here :)
Superhost
Villa in Tampa
4.97 out of 5 average rating, 29 reviews

(HGR) Heated pool villa. Boat rental available

PilarRating, 5 stars6 months ago
Vildana is a fabulous host. She allowed us to check in an hour early, and responds quickly to any questions or concerns. We had a great time at her place.
Guest favourite
Villa in Treasure Island
4.88 out of 5 average rating, 17 reviews

Luxury waterfront in the heart of treasure island

Donal FrancisRating, 5 stars3 weeks ago
Great location and space
Top Guest favourite
Villa in Sarasota
5 out of 5 average rating, 29 reviews

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key

CarolRating, 5 stars3 months ago
Agata's villa was perfect and she was very responsive when we had a question. We appreciated the well equipped kitchen, modern appliances, lanai dining table, the reading lights and comfortable furniture in the living room, the bathtub as well as shower in both bathrooms, the Smart TV (there are three TVs), and the beach and children's equipment in the garage. The complex is lovely, peaceful and private -- a good place to take a walk, swim in the pool, play pickleball with an active group, use the billiards table in the clubhouse, join in on occasional activities such as bingo or trivia. The area is close to grocery shopping, The Legacy Trail for biking, Tamiami Trail and convenient for traveling to area beaches. We plan to go back here again and again. Thank you, Agata!
Superhost
Villa in Riverview
4.8 out of 5 average rating, 46 reviews

Brand New house with pool and much more

KatelynRating, 5 stars2 months ago
My family and I enjoyed our stay. The house is large and laid out nicely with a big updated kitchen, large primary suite with an awesome bathroom, and of course the pool was an added bonus. Only suggestion is to have extra blankets and more glasses and coffee mugs. It's a great place and I recommend staying!
Guest favourite
Villa in Tampa
4.89 out of 5 average rating, 79 reviews

The Palm Island Villa Luxury 4 BDR Waterfront Home

AlexanderRating, 5 stars3 weeks ago
Jeff is very responsive and has a great place. The location is great with a quick drive to awesome spots.
Superhost
Villa in Venice
4.79 out of 5 average rating, 42 reviews

Gondola Dr house with private swimming pool

MatteoRating, 5 stars1 month ago
I really enjoyed staying in that house, excellent location abeam the golf course and in a quite and secure neighbourhood. Place is very well kept and clean. Wide spaces and well equipped. The pool has a very clean water and being in the direction of the golf course is quite and provide privacy and a good sun exposure. That was my first time in Venice. I really appreciated the time I spent there. Owner is an excellent host.

Quick stats about villa rentals in Longboat Key

  • Total rentals

    10 properties

  • Nightly prices starting at

    $155 AUD before taxes and fees

  • Total number of reviews

    300 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wi-Fi availability

    10 properties include access to Wi-Fi

Destinations to explore

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  4. Manatee County
  5. Longboat Key
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