Villa holiday rentals in Longboat Key

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Popular amenities for Longboat Key villa rentals

Private villa rentals

Top Guest favourite
Villa in Indian Rocks Beach
5 out of 5 average rating, 18 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

ReneeRating, 5 stars1 month ago
Will 100% be back! The home was beautiful and felt like we were at our own private resort. Thoughtful touches throughout. To be on the water but walkable to the beach - all around an incredible week. It was private. The host was awesome, great at anticipating our needs and super responsive when needed. Takes great pride in a well maintained and updated home. Home was stocked with all that we needed. Didn’t want to leave! Hard to believe it was better in person than the photos show!
Top Guest favourite
Villa in Sarasota
4.97 out of 5 average rating, 61 reviews

SEALAND 3/2 Modern Villa w/ Pool near Siesta

VanessaRating, 5 stars1 week ago
The home was very clean and cute! The beds were very comfy! Bathrooms were cleaned and stocked! We enjoyed making a home made breakfast and enjoyed the warm pool! We appreciated the cooler and umbrella available for the beach. The basketball was a plus for our 10 year old! The kids even had fun with Alexa! Host was very very responsive! We would definitely book to stay here again! It felt like we were staying at a family members house!
Guest favourite
Villa in Clearwater Beach
4.91 out of 5 average rating, 223 reviews

V3- 1 BR, waterfront villa, 2 min walk 2 beach

JennyRating, 5 stars3 weeks ago
We had a great stay! We would definitely stay again!
Guest favourite
Villa in Sarasota
4.92 out of 5 average rating, 52 reviews

Siesta Key Palm Paradise w/ Heated Salt Water Pool

MirandaRating, 5 stars9 months ago
This house was great for our family! Close to multiple beaches. The house was well stocked, the host was very responsive. The pool was great, there is a fire pit as well. The pictures describe this place well! If we stay in Sarasota again we would definitely book here.
Superhost
Villa in Bradenton
4.87 out of 5 average rating, 98 reviews

Florida Living

MariaRating, 5 stars2 weeks ago
We had an amazing stay at this house Very comfortable house. Very clean pool. Everything perfect. I highly recommend it
Guest favourite
Villa in Siesta Key
4.9 out of 5 average rating, 163 reviews

Mermaid Villa Ocean Front!

LizRating, 5 stars1 week ago
The mermaid villa was beyond our expectations. It was roomy enough for four adults, two bathrooms lots of stuff in the kitchen and the patio was gorgeous. It’s directly across the street from beach access and very walkable to the downtown area.
Guest favourite
Villa in Bayshore Beautiful
4.99 out of 5 average rating, 69 reviews

Southern Charm Villa with Pool

ShelbyRating, 5 stars1 week ago
We loved our stay at the villa! It’s in a quiet, beautiful neighborhood off Bayshore in a great location. Adina was the kindest host and delivered freshly baked treats every morning. Will be back for another refreshing weekend!
Guest favourite
Villa in Holmes Beach
4.97 out of 5 average rating, 71 reviews

Calico AMI – Steps to Sand, Family Paradise!

DeniseRating, 5 stars3 weeks ago
Our family of 8 stayed very comfortably at Calico! It was stocked with everything we needed. The location was awesome…close walk to beach, across the street from grocery, easy to catch the trolly and biking distance to anything! We absolutely loved every minute of our family beach vacation! Thanks Celine for letting us stay at your beautiful Calico home. Hope we can come back sometime!

Luxury villa rentals

Guest favourite
Villa in Palm Harbor
4.91 out of 5 average rating, 34 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

CourtneyRating, 5 stars3 weeks ago
My family and I had an amazing stay at Biljana’s home! The house is exactly as shown in the photos. The entire house was spotless on our arrival. Everything inside is totally upgraded and has beautiful finishes. The floors are gorgeous and the kitchen has everything you could possibly need. We loved the fact the house was stocked with toiletries (shampoo, body wash, dish soap, paper towels) etc. and the fact they have beach chairs, umbrellas, beach towels, and even a cooler for you to use. They truly let you into their home with open arms and allow you to access all their things. The heated saltwater pool was warm at 80 degrees and clean. The pool vacuum is awesome and clears all the debris in just an hour or so. Biljana and her husband respond to all your needs very quickly and are so friendly! Only thing I may recommend is updating some outdoor pool furniture such as the patio table and chairs. Would 100% stay here in the future!
Guest favourite
Villa in Clearwater
4.95 out of 5 average rating, 40 reviews

Clearwater Villa Heated Pool, Golf, 4K Projector

ChristopherRating, 5 stars1 week ago
This place left me and my 20 family members in awe. ITS BEAUTIFUL AND HUGE! We had 10 adults and 10 kids and the house was packed with activities for all of us. The pool was a big hit with both adults and kids, the garage air hockey and backyard mini golf were always occupied, and the coffee machine ran all day! The house was very easy to keep cold as there are multiple fans and thermostats everywhere. The fans on the porch and balcony were life savers too. The pool came jam packed with toys from the chest outside. The fire pit was definitely a must for the kids smores! Im not going to lie, we were deff loud some nights both indoors and outdoors and it didn’t cause any issues. There was enough bathrooms to keep us all clean throughout our stay and a bonus washer and dryer! Overall the trip was BANGING! We will most definitely one back again for sure! We did do one beach day and wish we did more since we were so close to the beach! Thanks again for the amazing stay!!
Guest favourite
Villa in Thonotosassa
4.95 out of 5 average rating, 41 reviews

Lakeside Villa

AviRating, 5 stars1 month ago
This was not only an incredible house, but Kyle was also an amazing host. He was extremely responsive and genuinely cared about our stay. We can’t stop raving about how lovely this place was—gorgeous views, cozy cabin vibes, peaceful, and private. We’d definitely come back.
Guest favourite
Villa in Bradenton
4.93 out of 5 average rating, 27 reviews

6BR Heated Pool Triplex Perfect for Gatherings

JamesRating, 5 stars1 month ago
Great place with plenty space a loaded kitchen and lots of beds. They do have a $200 hold on a different site than Airbnb you have to send but overall a great place.
Superhost
Villa in Largo
4.86 out of 5 average rating, 63 reviews

Best deal in town!

BarbaraRating, 5 stars3 weeks ago
The residence was clean and met our needs for the 9 family members that stayed (3 nights). The kitchen has plenty of counter space. The home was roomy enough for all, but some of the seating (blue chairs in photos) was not in the home. If you are traveling with elders, just note that 2 of the 3 bathrooms have smaller than standard doors. My mom’s walker would not fit through them. The beds are very comfortable. We would stay here again if coming to town.
Guest favourite
Villa in Seminole
4.83 out of 5 average rating, 23 reviews

5BR LUX Pool Villa | w/ Sauna | Near The Beach

GaryRating, 5 stars1 month ago
this place was so beautiful. we definitely recommend if you were in the area this is where you want to be. thanks again for being a great host.
Top Guest favourite
Villa in Sarasota
5 out of 5 average rating, 12 reviews

Close to Beaches|Pool|Fire Pit|Game Room|King Beds

NanetteRating, 5 stars3 weeks ago
We really enjoyed our stay and the amenities. The pool was nice and so was the screened in room and game room. The hosts were wonderful and we look forward to staying again some time. Thank you!
Guest favourite
Villa in Seminole
4.97 out of 5 average rating, 58 reviews

5 BR Luxury Beach Villa: Heated Pool & Games Room

JenniferRating, 5 stars5 months ago
We had a great stay, close to the beaches and just as described!

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 stars2 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!
Top Guest favourite
Villa in Dunedin
5 out of 5 average rating, 14 reviews

NEW Family Haven: Near Honeymoon Island

LillaRating, 5 stars1 week ago
No details overlooked - a family paradise! Our hosts were very helpful and the entire stay was wonderful - HIGHLY RECOMMENDED!
Superhost
Villa in Venice
4.83 out of 5 average rating, 30 reviews

Peaceful bright home minutes from the beach

DanielleRating, 5 stars2 weeks 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 Sarasota
4.97 out of 5 average rating, 29 reviews

Luxurious Poolside Retreat in Sarasota

DavidRating, 5 stars1 month ago
Alex was very professional and promptly addressed any issues we had. By issues I mean, getting us more towels and fixing the pool where it was losing water. Would definitely recommend this place!
Guest favourite
Villa in Seminole
4.95 out of 5 average rating, 42 reviews

Modern Luxury Retreat - Heated Pool Spa, Game Room

BhawnaRating, 5 stars1 week ago
The house was exactly as shown in the pictures—clean and well-maintained. The location is great, with easy access to several beautiful beaches nearby. The pool area was definitely a highlight and made for a relaxing stay. Martin and Anna were really proactive in communication, which made the whole experience smooth.
Top Guest favourite
Villa in Tampa
5 out of 5 average rating, 72 reviews

Luxury home in the heart of South Tampa & POOL!

KelseyRating, 5 stars1 week ago
Even better than the pictures! This place was absolutely fantastic. All of my guests loved the property and the backyard was incredible! We had a great time grilling and swimming in the pool! The pool bath is a super nice feature and it’s beautiful! The house was super clean and had plenty of parking. The street was quiet and the neighborhood felt safe. You could even take a morning walk to Wawa for coffee if you wanted to. It’s also a 3 minute car ride to Target and Publix so it’s super easy to get anything you need. Isabella was very sweet and responsive. 10/10 I would absolutely rebook again.
Guest favourite
Villa in Largo
4.89 out of 5 average rating, 37 reviews

Waterfront-6 BR-Heated Pool-Game Room-Fire Pit

Vicky Rating, 5 stars1 week ago
We stayed at this Airbnb for two nights with a group of 16. The home looked exactly like the photos, and the host had a very fast response time. We really enjoyed our stay. The hot tub was a favorite, and the game room added so much fun to our trip!
Villa in St. Petersburg
4.79 out of 5 average rating, 130 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

LindseyRating, 5 stars1 week ago
We loved our short but sweet stay at this house! Beautiful property, stunning pool, awesome views. Perfect for a family to relax and unwind and have fun.

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

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Longboat Key
  6. Villa rentals