Holiday rentals with a pool in Longboat Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Longboat Key
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
7–14 Dec
Home in Sarasota
4.97 out of 5 average rating, 159 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
9–16 May
Home in Bradenton
4.87 out of 5 average rating, 205 reviewsSunny Oasis Near Beaches With Pool
6–13 May
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
1–8 Sep
Home in Tampa
4.97 out of 5 average rating, 109 reviewsDowntown Tampa Pool House! Walk to Armature Works!
22–29 Oct
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
17–24 Nov
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
7–14 Dec
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
21–28 Sep
Apartment rentals with a pool
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
14–21 Dec
Apartment in Redington Beach
4.97 out of 5 average rating, 458 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
12–19 Apr
Apartment in Siesta Key
4.96 out of 5 average rating, 275 reviewsOn the Beach; Siesta Key SunBum Studio
9–16 Mar
Apartment in Holmes Beach
4.96 out of 5 average rating, 116 reviewsBeautiful beachfront condo for perfect vacation
20–27 Jul
Apartment in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
20–27 Apr
Apartment in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
9–16 Jan
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Apartment in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
2–9 Aug
Quick stats about holiday rentals with a pool in Longboat Key
Total rentals
650 properties
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
490 properties are a good fit for families
Total number of reviews
6.6K reviews
Nightly prices starting at
€ 37 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
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with pools Tampa
- Beachfront rentals Longboat Key
- Rentals with beach access Longboat Key
- Beach house rentals Longboat Key
- Rentals with a hot tub Longboat Key
- House rentals Longboat Key
- Rentals with a kayak Longboat Key
- Waterfront rentals Longboat Key
- Rentals with a firepit Longboat Key
- Flat rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with lake access Longboat Key
- Cabin rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Fitness-friendly rentals Longboat Key
- Townhouse rentals Longboat Key
- Villa rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Rentals with outdoor seating Longboat Key
- Beach apartment rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Monthly Rentals Longboat Key
- Apartment rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools 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