Beach house holiday rentals in Longboat Key
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Longboat Key
Guests agree: these beach houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key beach house rentals
Beachfront house rentals
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
26 Jan – 2 Feb
Home in Clearwater
5.0 out of 5 average rating, 113 reviewsBeach House
1–8 Aug
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
6–13 Sep
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviewsKiwi Cabana by Beach Boutique Rentals
13–20 Dec
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
24 Nov – 1 Dec
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
21–28 Sep
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
7–14 May
Beach house rentals with a pool
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
6–13 Nov
Home in Sarasota
4.9 out of 5 average rating, 105 reviews🌴🐬Bay Haven- Resort style Backyard 🏊♀️🔥 & Game Rm⚽️
11–18 Nov
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
10–17 Dec
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
8–15 Aug
Home in Sarasota
4.95 out of 5 average rating, 59 reviewsBeach + Downtown! Saltwater Pool, Spa, Bikes
23–30 Sep
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
10–17 Sep
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
13–20 Sep
Home in Anna Maria
5.0 out of 5 average rating, 11 reviewsVeselka - Canal front w private heated pool & dock
29 Oct – 5 Nov
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
4–11 Oct
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
26 Sep – 3 Oct
Home in Sarasota
4.96 out of 5 average rating, 24 reviewsLovely Home by Sarasota Bay
7–14 Sep
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
27 Jun – 4 Jul
Home in Sarasota
4.95 out of 5 average rating, 38 reviewsTropical Retreat w/ charming garden near downtown
10–17 Jul
Home in Bradenton Beach
4.86 out of 5 average rating, 37 reviewsLivin' the dream at The Beach Dreams Resort unit E
6–13 Jan
Home in Bradenton
4.9 out of 5 average rating, 81 reviewsOld Florida Home Minutes From Anna Maria Beaches
29 Oct – 5 Nov
Home in Bradenton
4.93 out of 5 average rating, 14 reviewsRiverside Cottage - 2bd/2.5bath Near Downtown
30 Nov – 7 Dec
Destinations to explore
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Naples Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- House rentals United States
- House rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- House rentals Kissimmee
- Beach house rentals Tampa
- House rentals Tampa
- Rentals with a kayak Longboat Key
- Beach apartment rentals Longboat Key
- Cabin rentals Longboat Key
- Flat rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Family-friendly rentals Longboat Key
- Apartment rentals Longboat Key
- Townhouse rentals Longboat Key
- Rentals with lake access Longboat Key
- Rentals with a firepit Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools Longboat Key
- Villa rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with outdoor seating Longboat Key
- House rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Fitness-friendly rentals Longboat Key
- Waterfront rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Monthly Rentals Longboat Key
- Beachfront rentals Longboat Key
- Rentals with beach access Longboat Key
- Cottage rentals Longboat Key
- House rentals Manatee County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom