
Holiday rentals with a pool in Keystone
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Keystone
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Cozy Tampa Home with Large Heated Pool
“No Cleaning Fee, No Chores” Your family will be close to everything when you stay at this centrally-located home. This home is located 5-10 mins from shopping centers, restaurants, gyms, pet and child daycares, community sport courts, local parks and hospitals. 20-30 mins from Bush Gardens, Downtown, ZooTampa, Tampa Airport, Cruise Port, Ben T Davis Beach, Raymond James Stadium, Hard Rock Casino, Hillsborough State Park and more. Only 1hr 30min from Disney, Universal, Sea World, Lego Park

Cozy Family Retreat, Tampa: Private Pool Oasis
Welcome to Sunshine on the Bay, a charming 2-bed/1-bath villa that blends comfort and style in a quiet area. Located just 3 mins from Citrus Park Mall and 13 mins from airport you'll have easy access to shopping, dining, and top Tampa attractions. Step outside into your own private backyard oasis, complete with a refreshing plunge pool & grill – the perfect spot to unwind after a long day. Enjoy all the essentials, fully equipped kitchen, as well as a 240V outlet for your EV charger. Book today!

The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Tropical Getaway, Perfect Home & Great Location
Whether you're on vacation with family, or traveling for work, this is your perfect home away from home! A short drive to Walmart, the mall and numerous restaurants and shops. Just 10 minutes away from Tampa International Airport. Also, 15 minutes away from Bush Gardens, Adventure Island, Downtown Tampa, Raymond James Stadium, Amalie Arena, Channelside, and Cruise Ports. 30-45 minutes drive to Clearwater Beach, St. Pete Beach or Epperson Lagoon. One hour drive to Disney, Universal & lego land

Colorful, Comfy Townhome - Community Swimming Pool
Townhome in the heart of Carrollwood/Northdale with all the comforts of home. 1,136 sq ft. Updated everything, including black matte GE Appliances & fully stocked kitchen. Close to countless restaurants, shopping & easy commute to interstates & expressways. Large, community swimming pool. Come As You Are, I try to provide anything you may need for your stay! 9.5 miles-Ray Jay 10 miles-USF 14 miles-Tampa International Airport 15 miles-Downtown Tampa 16 miles-Ybor 36 miles-Clearwater Beach

Entire house in Tampa w/ Heated POOL!
Our home is a 3/2. You walk into a open space with the dining room, living room & bright kitchen. The 1st bedroom is the Master Bedroom, equipped with a full bathroom, spacious closet, King Size bed & full body mirror. The 2nd bedroom has a queen bed, closet space, decorated with touches of care & is right next to the bathroom. The 3rd bedroom has 2 twin beds, FL touch vibes & is steps away from the bathroom. outside a beautiful backyard with your own private pool! Pool heated at a fee.

Island Oak
This private vacation rental is a Second floor 1 bedroom apartment is newly furnished, professionally decorated and equipped with all the conveniences of home. Island Oak joins 4 other popular vacation rentals within the Grove Keeper Collective compound. This upper unit has a balcony off the bedroom which looks into a 175 year old oak that provides a tree house effect. We hope you come and enjoy this new addition to Grove Keeper Collective. All our units are non smoking and vaping.

Rooms with a Pool
Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

Delightful elegant lake home
Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.
Popular amenities for Keystone rentals with a pool
House rentals with a pool

CasaBella

Villa Paradise

Lakefront beach house Ultimate family vacation

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Endless Summer

WOW! Dunedin Coastal POOL Home-beaches-eateries

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

NEW Heated Salt Pool & Spa on Waterfront Canal
Apartment rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Ocean Breeze • Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Tampa Bay Waterfront Views Rocky Point

Beach Front Madeira Beach

Amazing views on beachfront

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Florida Breeze
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Luxury Pool & Spa Oasis in the City/King Bed.

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Coastal Cottage

Tampa, 2BR Retreat/King Bed/Com pool/sleeps 4

Tranquil Retreat, Resort Pool, Sauna, Arcade
When is the best time to visit Keystone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £149 | £164 | £146 | £144 | £138 | £146 | £131 | £132 | £131 | £130 | £132 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Keystone

Total holiday rentals
Explore 110 holiday rentals in Keystone

Nightly prices starting at
Keystone holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 5,000 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Keystone holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keystone rentals

4.8 Average rating
Keystone stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- ZooTampa at Lowry Park
- Tropicana Field
- University of South Florida
- Busch Gardens
- North Beach At Fort DeSoto Park





