
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.

5 star Tampa Pool Oasis 2
Fully renovated 3bed 2bath open concept home with beautiful pond view and brand new POOL! Luxurious Travertine floors and handscraped wood floors throughout the home and beautifully modern renovated bathrooms. Large county park just 75 steps from the front door featuring kids play areas, fitness trail, and basketball courts make this a great family friendly or long term place to stay. 15 minutes to Busch Gardens, 20 minutes to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

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

The T and C Club
Welcome to The T and C Club! A featured home for the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

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.

Zen Holistic Retreat by Carrollwood/Westchase
Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

Tropical heated pool Oasis 5 min to Beach
Welcome to Tarpon House Florida, located in the exclusive and historic Tarpon Springs. Our home is a tropical oasis. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, and Teachers - book & message me a photo ID, I'll apply the discount, that's it! Completely renovated with all new furniture. Link to 3D Tour of the house is in my guidebook (under my profile)

Sunny Pool Home • Near Tarpon & Beaches 5 mi
🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

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.

Spring Hill, Florida Quaint Paradise
The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

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.

Luxury Private Pool House ! Mackarosa ! Tampa Bay.
If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

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

Large Home • Pool • Entertainment • 12 Guests

Honeymoon Luxury Residence with Heated Pool &Sauna

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Boho Oasis • Pool •Fire Pit • Near Beach & Airport

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

Tropical Oasis Retreat w/ Heated Pool

Charming 3 BR/2 BA House w/ Pool

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Apartment rentals with a pool

Ocean Breeze • Easy - Heated Pool Access

Modern and Cozy Condo 6 Minutes from the Beach !

Rocky Point paradise

Updated Condo-Heated Pool-Private Balcony

Beautiful and spacious condo centrally located

Florida Breeze

Modern Waterfront Condo - Captivating Sunset Views

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Other holiday rentals with a pool

Villa Bellissima w/Golf Course &Busch Gardens Near

Coastal Cottage

The Manor at Stark Farms

Sun & Salt Air House-3BR home w/patio,pool,firepit

Manglares apartment

Angelita's Lake Home 3br3ba w/heated pool

Mint House by Kasa | Studio in Tampa Downtown

Sunny Tampa Retreat w/ Pool + Sunroom in Tampa
When is the best time to visit Keystone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £128 | £144 | £153 | £146 | £144 | £139 | £146 | £131 | £132 | £131 | £131 | £133 |
| 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 100 holiday rentals in Keystone

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

Verified guest reviews
Over 4,820 verified reviews to help you choose

Family-friendly holiday rentals
70 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
100 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
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- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Bean Point Beach
- Cortez Beach
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Busch Gardens
- Adventure Island
- The Don CeSar
- Tropicana Field




