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House vacation rentals in Longboat Key
Find and book unique houses on Airbnb
Top-rated house rentals in Longboat Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key house rentals
House rentals with a pool
![](https://a0.muscache.com/im/pictures/1c99ea3e-8578-4284-98a7-c0331c147883.jpg?im_w=720)
Home in Siesta Key
5 out of 5 average rating, 132 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
![](https://a0.muscache.com/im/pictures/378e7fec-2608-4107-8469-0974e7376406.jpg?im_w=720)
Home in Sarasota
4.91 out of 5 average rating, 122 reviews🌴🐬Bay Haven- Resort style Backyard 🏊♀️🔥 & Game Rm⚽️
![](https://a0.muscache.com/im/pictures/miso/Hosting-808093994033174694/original/54e9da58-76bc-4422-9f04-53b9a49b044b.jpeg?im_w=720)
Home in Bradenton
5 out of 5 average rating, 76 reviewsMins to Anna Maria Beaches Saltwater Pool/Hot tub!
![](https://a0.muscache.com/im/pictures/miso/Hosting-929182434300984910/original/e6e3f3a6-baf9-4780-98b0-1b9d8f2688a1.jpeg?im_w=720)
Home in Anna Maria
5 out of 5 average rating, 17 reviewsVeselka - Canal front w private heated pool & dock
![](https://a0.muscache.com/im/pictures/miso/Hosting-822742360762607476/original/4830aa5e-29c1-42f9-8fc1-489af4871619.jpeg?im_w=720)
Home in Holmes Beach
4.94 out of 5 average rating, 36 reviewsBackyard Bliss Anna Maria Island
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1023816191198838588/original/6c70e931-2f42-4458-825e-fcb5e12f8179.jpeg?im_w=720)
Home in Bradenton
5 out of 5 average rating, 15 reviewsBirds and Sunsets
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Home in Holmes Beach
5 out of 5 average rating, 11 reviewsAqua Beach
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Home in Sarasota
5 out of 5 average rating, 42 reviewsAmazing PopArt/Pool-Backyard House Near Beaches
Weekly house rentals
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Home in Bradenton Beach
4.86 out of 5 average rating, 43 reviewsLivin' the dream at The Beach Dreams Resort unit E
![](https://a0.muscache.com/im/pictures/miso/Hosting-1006853086762498845/original/2da8d29b-5b66-40be-adb7-f3dde70286cf.jpeg?im_w=720)
Home in Sarasota
5 out of 5 average rating, 35 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-670453640099173472/original/8dad94b4-f311-4ac0-8fe3-924f87a015a3.jpeg?im_w=720)
Home in Sarasota
4.96 out of 5 average rating, 56 reviewsEarly check-In & Late check-Out. Nespresso Coffee!
![](https://a0.muscache.com/im/pictures/airflow/Hosting-43870072/original/2563a90c-7389-4928-b9cc-335f16b7921b.jpg?im_w=720)
Home in Indian Beach-Sapphire Shores
5 out of 5 average rating, 64 reviewsMagical Secluded Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-793054608653899874/original/7b654e95-bc2b-4c81-aa2c-4bd281e281ae.jpeg?im_w=720)
Home in Sarasota
4.97 out of 5 average rating, 37 reviewsCasita Jacinto, 1926 home, 1/2 mile to Siesta Key
![](https://a0.muscache.com/im/pictures/miso/Hosting-932534047001084355/original/60a6b03b-5438-4e3f-8573-7325c6b215bd.jpeg?im_w=720)
Home in Indian Beach-Sapphire Shores
5 out of 5 average rating, 20 reviewsDreamy Bay View Sunsets Near Beaches and Downtown
![](https://a0.muscache.com/im/pictures/miso/Hosting-785644047826842442/original/9971c6a3-5430-408e-9c07-d553f4f0dc6a.jpeg?im_w=720)
Home in Indian Beach-Sapphire Shores
4.91 out of 5 average rating, 44 reviewsTropical Retreat w/ charming garden near downtown
![](https://a0.muscache.com/im/pictures/miso/Hosting-39886940/original/ea628b9f-6c03-437a-9111-50937515f428.jpeg?im_w=720)
Home in Sarasota
5 out of 5 average rating, 78 reviewsSave 10% on Tropical Getaway for 7+ Nights!
Private house rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-710071260378974866/original/61d04d88-fad5-435f-b6ce-8e7bc45355a7.jpeg?im_w=720)
Home in Indian Beach-Sapphire Shores
4.89 out of 5 average rating, 47 reviewsSunset retreat Indian Beach near downtown Sarasota
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Home in Bradenton
4.97 out of 5 average rating, 36 reviewsIMG Academy-Modern Home Heated Pool Beaches 8 min
![](https://a0.muscache.com/im/pictures/80297ffb-d4c5-4260-bfa9-20f1ecd0acd5.jpg?im_w=720)
Home in Indian Beach-Sapphire Shores
4.99 out of 5 average rating, 70 reviewsRetreat by the Bay-Heated Saltwater Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-988320219462750581/original/643c24d3-031f-4fbf-a5d9-318b596ae027.jpeg?im_w=720)
Home in Holmes Beach
5 out of 5 average rating, 20 reviewsAnna Maria Island Luxurious Escape Getaway!
![](https://a0.muscache.com/im/pictures/miso/Hosting-871110037437415251/original/cdd8bf7c-dbca-466a-aa29-7c1e354e8a6b.jpeg?im_w=720)
Home in Bradenton Beach
5 out of 5 average rating, 7 reviewsSandcastle Splash - Beachfront Condo
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-967424040880650965/original/92944d63-6e16-4630-b2bf-5dc68b64143e.jpeg?im_w=720)
Home in Holmes Beach
5 out of 5 average rating, 12 reviewsPineapple Paradise! 1 block to Beaches!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-666538380628734106/original/0adae537-4b8f-49be-97a7-a1e07c341a97.jpeg?im_w=720)
Home in Bradenton
4.93 out of 5 average rating, 41 reviewsWaterfront w/ Pool, Dock + Paddle/Kayaks | Sea Gem
![](https://a0.muscache.com/im/pictures/2d7730cd-cd96-4952-a59e-bdafe4f0fb6b.jpg?im_w=720)
Home in Osprey
4.9 out of 5 average rating, 42 reviewsPrivate house with loft
Quick stats about house rentals in Longboat Key
Total rentals
200 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
120 properties have a pool
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