House holiday rentals in Lido Key

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Popular amenities for house rentals in Lido Key

House rentals with a pool

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 17 reviews

Ground floor home 2BD2BA garage Pool Private beach

NoraRating, 5 stars3 weeks ago
We had a fabulous stay! The location is perfect. The condo was spotless and nicely decorated. We had absolutely everything we needed. The private beach was clean and not crowded. Chairs were readily available. The location is great. There was an unexpected issue when we first arrived, but Amy was incredibly responsive and supportive, checking in regularly to make sure we were okay and comfortable. Her excellent communication and customer service was exceptional. Once everything was settled, we were able to fully enjoy the space and the beautiful surroundings. Can't wait to go back. We would definitely recommend booking this property.
Top guest favourite
Home in Siesta Key
4.99 out of 5 average rating, 78 reviews

Relax in a Private Tropical Retreat on Siesta Key!

SteveRating, 5 stars5 days ago
myself with my Partner Paula, daughter Sammy and her boyfriend Tom stayed at Jonathan's wonderful house for 2 weeks, starting May 25th 2025. We were all delighted with the house and fully equipped with all our needs. We made use of the communal pool and found those that lived in the community very helpful and friendly. We made use of the Breeze bus that was great for going to the village. I made contact with Jonathan a few times regarding minor things and he responded very quickly.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 26 reviews

Stunning Home, Heated Pool and Boat Dock

GinaRating, 5 stars1 week ago
We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!
Guest favourite
Home in Sarasota
4.92 out of 5 average rating, 91 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

ColleenRating, 5 stars1 week ago
We had the best stay in Sarasota and didn’t want our trip to end! The house was beautiful and in a great location, close to shops, restaurants and not too far from the beach! Michael’s place was very accommodating and has all the amenities. Michael was very responsive and helpful. Loved having access to all the beach chairs and towels. We will for sure be back!!
Superhost
Home in Sarasota
4.82 out of 5 average rating, 256 reviews

Private Siesta Beach House Oasis with Heated Pool.

AmandaRating, 5 stars3 weeks ago
We loved staying at Andrew’s Airbnb - we kept saying how everything we wanted to do, no matter which direction was 15 -20 mins max from the house! The backyard is like an oasis, we enjoyed it so much and so did our pups!
Superhost
Home in Sarasota
4.86 out of 5 average rating, 50 reviews

Cozy Coastal - 2bd/2bath with Heated Pool and Spa!

BenRating, 5 stars2 weeks ago
Nice place, convenient location. Great pool for kids
Guest favourite
Home in Sarasota
4.91 out of 5 average rating, 11 reviews

Resort Style Beach House w/ Heated Pool & Spa

HopeRating, 5 stars2 months ago
We loved this Airbnb. Everything was so clean and setup so well. We loved the homey feel as soon as we walked in. The house was well stocked and all amenities worked extremely well. We loved the push button operation of the pool and spa. TVs everywhere! That made it easy to enjoy our favorite sports from anywhere in or outside the house. The host was very responsive and definitely put a lot of thought into what makes sense for family vacations. We built a lot of great memories. Thank you!!
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 490 reviews

The Cottage At Central Park

AhmedRating, 5 stars1 week ago
We had an amazing time at Montanas home. Everything was very clean and was in a very good neighborhood and very close to the beach and other excursions

Weekly house rentals

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 20 reviews

Palm Breeze Luxury * With E-Bikes & Heated Pool!*

Jessica SakooRating, 5 stars4 days ago
My family and I had a wonderful stay at this lovely home. It was spotless, cozy, and incredibly comfortable. The location couldn’t have been better—just minutes from the beach, great restaurants, and convenient shops.
Guest favourite
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars1 week ago
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!
Top guest favourite
Home in Siesta Key
5 out of 5 average rating, 13 reviews

The Shore House Private Dock Hot Tub

CristinaRating, 5 stars2 months ago
Great house. We had a wonderful time. Jenni and Ritchie are very friendly. Highly recommend it!
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 46 reviews

LUXE Nomadic Abode heated pool & amazing yard

DmitriyRating, 5 stars1 month ago
5 Stars – Wonderful Stay! I had an amazing experience staying at this Airbnb! The place was spotless, beautifully decorated, and exactly as described in the listing. The bed was incredibly comfortable, and I appreciated the thoughtful touches like coffee, local guidebooks, and extra towels. The neighborhood was quiet, safe, and within a few miles away there is great restaurants and shops. Our host was friendly, responsive, and made check-in super easy. They even gave us great local recommendations that made our trip even better. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Top guest favourite
Home in Cortez
5 out of 5 average rating, 7 reviews

Beach Retreat! Bikes, Paddleboards, Sauna & more!

MichelleRating, 5 stars10 months ago
Beautiful home and surrounding area, Pristine home in brand new condition. Expertly furnished, lots to do for teenagers, they loved the ice bath! Well stocked kitchen. The host was very responsive and helpful would definitely recommend this location and home. Happy vacationing.
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 18 reviews

Palm Paradise with Luxe Lanai & Heated Pool

JohnRating, 5 stars4 days ago
We had a fantastic stay! The house was immaculate, with comfy beds and a well-stocked kitchen. Our kids loved the game console table, and we spent hours relaxing in the lanai, grilling, and enjoying the pool and hot tub. The location was perfect—close to beautiful beaches—and Jen thoughtfully provided all the beach gear we could need. She was a wonderful, thoughtful, and highly responsive host who made everything seamless. Highly recommend!
Top guest favourite
Home in Sarasota
4.96 out of 5 average rating, 92 reviews

The Wisteria Oasis W/ heated pool & hot tub

CarinRating, 5 stars1 week ago
We had a fantastic stay! The home was spotless, stylish, and comfortable, just like the photos. The amenities were great. Appreciate that David was super responsive & a helpful host. Check-in was easy too! I would 100% stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay in Sarasota.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 14 reviews

NEW Sarasota Escape, Pool&Spa, 10min to the beach

SandraRating, 5 stars1 month ago
I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!

Private house rentals

Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 69 reviews

Deja Blue Villa Salt Water Heated Pool & Spa

OlgaRating, 5 stars2 weeks ago
We enjoyed our stay at this location. It was a perfect size for our family and had everything we needed. The pool was a must and it didn't disappoint.
Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 68 reviews

Sun-filled cottage with pool, walk to beach

MichaelRating, 5 stars6 days ago
We loved our recent stay here! We had a bit of a challenge with lots of rainy weather so having a BEAUTIFUL backyard with synthetic grass and an amazing pool SAVED THE DAY(S). We ran outside with every break in the weather and the kids stayed as happy as can be. The home not only looked clean, but FELT clean and the decor was tasteful and didn’t feel overly beach kitschy- as we’ve run into before. Hoping to be back next year!
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 62 reviews

Book your secluded private slice of paradise today

KarenRating, 5 stars3 weeks ago
This was, by far, the best Airbnb I’ve ever stayed at. It was clean, well stocked, comfortably decorated, and so convenient. Additionally, Andy does a handful of very personal touches … fresh flowers, coffee for the week, candy and snacks, a few condiments, spices and cooking oils, and a chilled bottle of wine … all things that most hosts just don’t bother with … but, truly made me feel welcome, from the moment I walked in. We also appreciated the fully stocked kitchen, including a whisk, good knives, vegetable peeler, sandwich baggies … etc! We went to beautiful local beaches everyday … and then enjoyed the pool and hot tub in the evenings. It truly was an amazing week … and I’m already looking forward to a return visit. Thank you Andy! 😊
Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 62 reviews

Modern coastal downtown home w/saltwater pool

HetalRating, 5 stars2 weeks ago
We loved our stay at Matt’s place! It was the cleanest Airbnb we have ever rented! The house was so cozy and felt like our home away from home. We came for our son’s golf tournament and the pool was perfect after a day at the golf course. We will definitely be back!
Superhost
Home in Sarasota
4.9 out of 5 average rating, 10 reviews

Great House / Great Location ~ with Heat Pool~

TaraRating, 5 stars2 months ago
we just spent a week at Ryan's place and it was amazing! the space was very clean and organized. this was one of the better equipped airbnb homes I have stayed in. the kitchen was well organized and had many convenient items most places do not have. there were beach chairs, sand toys, and even a wagon, which with having three kids was a blessing. the pool was amazing and maintained the temp of 88. I know some previous reviews discussed jet noise, as this is super close to SRQ but the jet noise was not an issue for us, and there were maybe 10 flights a day that we heard. Ryan was great at responding and providing instructions that were essential for our stay. we had a great time and my kids had the best time and are already asking when we can be back.
Guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 17 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

MelodyRating, 5 stars1 month ago
We had a wonderful stay at this beautiful house! This was our 5th trip to AMI and this was our favorite rental yet. Beautiful, clean home, gorgeous pool, minutes from the beach! My mom even walked to the beach in about 10 minutes. Right around the corner from ice cream, shops and rentals. We’d love to stay at this house again!
Top guest favourite
Home in Holmes Beach
5 out of 5 average rating, 11 reviews

Oceanside Retreat-Rest & Recover-Hot Tub-Hammock

SofiaRating, 5 stars5 days ago
We had a great holiday ! Anna Maria Island is charming and the sea and beach are beautiful. The house is just 2 minutes walk from the beach and this is priceless! Having the private parking spot at the house it was so easy! The island is small and parking is a bit of a problem. With the house so close to the beach and having a trolley available with chairs and umbrella was just exactly what we were looking for! We had few days of windy and rainy weather and having the hot tub was a plus!!! We could enjoy it in the evening and it was sooo relaxing. The fire pit and the Grill made our evenings and dinners at home amazing! I want to ask the host who did the renovation and the design of the house as it is so nice and functional. We can tell that they know what they are doing and everything is organized to make people have the best holiday! Randy wad always responding and when we needed extra sheets for the sofa bed, he came in person to provide them! So kind and thoughtful. A 100% go!
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 87 reviews

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

JamesRating, 5 stars1 month ago
The house was great! My 5 year old son and 4 year old niece couldn’t get enough of the pool! Multiple beaches were just a short drive away! There was plenty of room for 4 adults and 2 children! We would definitely come back again!

Destinations to explore

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  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Lido Key
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