
Vacation 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!

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

Luxury Private Pool House ! Mackarosa ! Tampa Bay
Experience comfort and style in this beautifully renovated home with high ceilings and elegant design. Bright, airy spaces create a relaxing atmosphere, and the king bed offers restful sleep after a day of travel or exploring. Fully equipped kitchen. Private pool with solar heating — perfect year-round. Airport – 35 min • Beaches – 19 min No smoking. No pets. Professionally cleaned and disinfected after each stay. Located in a quiet, safe neighborhood — ideal for families and peaceful stays.

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.

J&M Homestead
Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

Tropical Getaway w/Heated Pool & King Beds
Welcome to our sun-kissed getaway in sunny Palm Harbor! You'll find a fully stocked kitchen, a private heated pool, and comfortable accommodations for up to 6 guests. Whether relaxing on one of our award-winning beaches, playing a round of golf, or exploring Tampa Bay's fun spots, there's something for everyone to enjoy. Just a quick note: Because of a family member's allergies, we're not able to allow any animals on the property, including ESAs. Thanks so much for understanding!

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

Getaway & Golf- Heated Pool Home
HEATED POOL HI OUSE. Enjoy the total renovated heated pool, deck and patio in the entire cozy house NOT shared, 4 bedr, 2 Pack N Play, 2 bathr, 2 kitch, 2 living rooms and laundry. Private 4-6 cars parking. Large covered porch excellent for board games w/nice view of the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment.Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet.Bikes available.

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.

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
Popular amenities for Keystone rentals with a pool
House rentals with a pool

CasaBella

Tampa Getaway Pool Home

Honeymoon Luxury Residence with Heated Pool &Sauna

Relaxing Beach-Theme Pool Home!

Family Oasis with Pool and Spa

Luxe Retreat•Private Pool•4 Miles to Busch Gardens

Coastal Escape: heated saltwater pool & playground

Angelita's Lake Home 3br3ba w/heated pool
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Lovely Waterview Condo/ heated pool

Ocean Breeze • Easy - Heated Pool Access

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Beach Front Madeira Beach

Florida Breeze
Other vacation rentals with a pool

Tampa 3BR with Pool & Yard

Relax & Explore in a Private heated pool - hot tub

Large Home • Hot Pool • Entertainment • 12 Guests

Villa Bellissima near Golf Course & Busch Gardens!

WOW! Dunedin Coastal POOL Home-beaches-eateries

Coastal Cottage

Tranquil Retreat, Resort Pool, Sauna, Arcade

The Pelican Cove - guest house
When is the best time to visit Keystone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ705 | ﺩ.ﺇ735 | ﺩ.ﺇ812 | ﺩ.ﺇ720 | ﺩ.ﺇ709 | ﺩ.ﺇ683 | ﺩ.ﺇ720 | ﺩ.ﺇ646 | ﺩ.ﺇ650 | ﺩ.ﺇ646 | ﺩ.ﺇ643 | ﺩ.ﺇ654 |
| 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 vacation rentals with a pool in Keystone

Total vacation rentals
Explore 110 vacation rentals in Keystone

Nightly prices starting at
Keystone vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

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

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Keystone vacation rentals include wi-fi 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
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- 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
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Tropicana Field
- University of South Florida
- North Beach At Fort DeSoto Park





