Beachfront holiday rentals in Longboat Key
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Longboat Key
Guests agree: these beachfront homes 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 beachfront rentals in Longboat Key
Pet-friendly beachfront home rentals
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
22–29 Nov
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
6–13 Dec
Flat in Indian Rocks Beach
4.93 out of 5 average rating, 119 reviewsVintage Florida Beach Efficiency
25 Sep – 2 Oct
Guest suite in Siesta Key
4.92 out of 5 average rating, 133 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
28 Sep – 5 Oct
Flat in Redington Shores
4.96 out of 5 average rating, 112 reviewsBeach Avenue #6-Steps from the Beach
11–18 Aug
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
18–25 Apr
Apartment in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
31 Dec – 7 Jan
Apartment in Treasure Island
4.89 out of 5 average rating, 149 reviewsBeachfront Condo in Exclusive Resort
24–31 May
Beachfront home rentals with a pool
Apartment in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
16–23 Oct
Guest house in Anna Maria
4.94 out of 5 average rating, 191 reviewsGulf Front Guest House
12–19 Sep
Apartment in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
10–17 Jun
Apartment in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
1–8 Oct
Apartment in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
17–24 Jul
Apartment in Venice
4.86 out of 5 average rating, 140 reviewsThe Studio at the Beach 56
25 Sep – 2 Oct
Apartment in Siesta Key
4.82 out of 5 average rating, 193 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
20–27 Oct
Apartment in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
23–30 Jul
Private beachfront home rentals
Guest suite in Bradenton
4.9 out of 5 average rating, 289 reviewsWOW-Walk 2 Restaurants-King Bed-Near Beaches & IMG
18–25 Jun
Apartment in Longboat Key
4.96 out of 5 average rating, 51 reviewsSecluded Bayside Gem with beautiful bay views
31 Jul – 7 Aug
Home in Longboat Key
5.0 out of 5 average rating, 49 reviewsBeautiful Beach House
30 Sep – 7 Oct
Apartment in Longboat Key
4.86 out of 5 average rating, 81 reviewsSunset and beach view from your balcony Unit 403
5–12 Apr
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
12–19 Nov
Apartment in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
3–10 Dec
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
19–26 Aug
Apartment in Sarasota
5.0 out of 5 average rating, 65 reviewsChic Beach Condo>>Best Location On Lido Keys
30 Aug – 6 Sep
Quick stats about beachfront rentals in Longboat Key
Total rentals
140 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
120 properties have a pool
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
€ 56 before taxes and fees
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
- Beachfront rentals Florida
- Beachfront rentals Florida
- Beachfront rentals Kissimmee
- Beachfront rentals Tampa
- Beach apartment rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with outdoor seating Longboat Key
- Apartment rentals Longboat Key
- Family-friendly rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools Longboat Key
- Villa rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Townhouse rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a firepit Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Rentals with a hot tub Longboat Key
- Flat rentals Longboat Key
- Waterfront rentals Longboat Key
- Monthly Rentals Longboat Key
- Beach house rentals Longboat Key
- Rentals with lake access Longboat Key
- Cabin rentals Longboat Key
- Rentals with beach access Longboat Key
- Pet-friendly rentals Longboat Key
- House rentals Longboat Key
- Rentals with a kayak Longboat Key
- Beachfront 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