
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

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

Cottage in Paradise.
Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

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.

Eco Getaway & Golf- Heated Pool Home
HEATED POOL HOUSE. Enjoy the total renovated 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. Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet. Private 4-6 cars parking. Large covered porch excellent for board games with nice view to the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment. Bikes available.

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

Tranquil poolside guesthouse on the river
The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.
Popular amenities for Keystone rentals with a pool
House rentals with a pool

River Front Heated Pool Estate-Busch Garden/USF

Tropical Haven: Private Pool, Hot Tub, and Bliss

“Sunny Retreat”Pool & Mini Golf

Lakefront beach house Ultimate family vacation

Luxury 5Bedroom 3bath Oasis w/Pool, land. 7beds

Rooms with a Pool

Entire residential home, Tampa. 3/2, Pool.

Charming 3 BR/2 BA House w/ Pool
Apartment rentals with a pool

Lovely Waterview Condo/ heated pool

Ocean Breeze • Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Tampa Bay Waterfront Views Rocky Point

Spectacular beach to bay views from this resort.

Amazing views on beachfront

Beautiful and spacious condo centrally located

Florida Breeze
Other holiday rentals with a pool

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Relax & Explore in a Private heated pool - hot tub

Allison Palms Luxury Tampa Townhome + Pool

Breathtaking Lakefront Glass Cottage

Relaxing Beach-Theme Pool Home!

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Deluxe 3bd/2ba w/Heated Pool

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
When is the best time to visit Keystone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £151 | £167 | £148 | £146 | £141 | £148 | £133 | £134 | £133 | £132 | £135 |
| 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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- Family-friendly rentals Keystone
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- Rentals with pools Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Weeki Wachee Springs State Park
- Epperson Lagoon
- ZooTampa at Lowry Park
- Jannus Live
- Img Academy





