
Family-friendly holiday rentals in Keystone
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Keystone
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

Cypress Lakes Barn Retreat
Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

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.

Stunning Studio in Citrus Park
My beautiful studio apartment is nestled in the heart of Citrus Park/ Carrollwood area. We are walking distance from shops and restaurant. This cozy and spacious studio has a fully equipped kitchen (Keurig coffee maker and complementary coffee, toaster, pots and pans and utensils). The full bathroom has a stand up shower (shampoo, conditioner, and body wash provided). The studio has a private entrance and self check-in for your convenience. **** One parking space available per reservation*

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

HORSE FARM Retreat, Newer Built Private Guesthouse
Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Farm and lake stay at Maison de L'eau Douce
LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Charming Guest House in Tampa
Welcome to your cozy getaway in Tampa! Our guest house combines comfort and style, perfect for any traveler—whether visiting for leisure or work. Relax in a thoughtfully designed space featuring a peaceful bedroom, modern bathroom, and private patio ideal for morning coffee or unwinding in the evening. Nestled in a quiet neighborhood, you’re just minutes away from Tampa’s top attractions, dining spots, and beaches. Book your stay and let us make your visit truly memorable!

Soothing Breeze
This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Sweet Home
🏡 Cozy Vacation Apartment – 1 Bedroom, 2 Beds, Bathroom and Separate Kitchen This beautiful one-bedroom apartment features two beds, a private bathroom, and a fully separate kitchen, ideal for a comfortable and relaxing stay. 🌿 Cozy and serene atmosphere, perfect for disconnecting. ☀️ Ideal for couples, friends, or travelers looking for comfort. 📍 Located in a quiet area, in the center of all Tampa attractions, perfect for enjoying a vacation

Cabin 1 - Marigold Moments
Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay.
Popular amenities for Keystone family-friendly rentals
Family-friendly home rentals with a hot tub

Heated Pool and Spa | 5 min to beach

The Jungalow SOHO - Pool/Hot Tub

Peaceful Pet friendly 2 BR cottage with hot tub.

The perfect lake house getaway near the airport.

Lovely 2-bedroom private Apt. with hot tub.

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Tropical Paradise

Tampa Vacation Home - 3BR 10 PPL - Pool
Family- and pet-friendly home rentals

Florida Breeze - 18 Acre Wildlife Sanctuary

Studio with Pool

“Sunny Retreat”Pool & Mini Golf

The Palm Tree Getaway

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

Luxury Modern Tiny Home

Relaxing yard & pool at Downton Blue

Modern Private Estate | Central to Tampa & Beaches
Family-friendly home rentals with a pool

Tropical Haven: Private Pool, Hot Tub, and Bliss

Tampa Getaway Pool Home

Heated & Screened in Pool/Coffee Bar/Fully Stocked

Lakefront beach house Ultimate family vacation

Breathtaking Lakefront Glass Cottage

Relaxing Beach-Theme Pool Home!

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

Charming 3 BR/2 BA House w/ Pool
When is the best time to visit Keystone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £139 | £150 | £137 | £128 | £131 | £132 | £121 | £116 | £121 | £128 | £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 that are family-friendly in Keystone

Total holiday rentals
Explore 150 holiday rentals in Keystone

Nightly prices starting at
Keystone holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 6,820 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 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!
Destinations to explore
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- Rentals with a hot tub Keystone
- Rentals with pools Keystone
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- Rentals with lake access Keystone
- Rentals with a patio Keystone
- Rentals with a firepit Keystone
- Family-friendly rentals Hillsborough County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
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- Vinoy Park
- Tampa Convention Center
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- Hard Rock Casino
- Tropicana Field
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- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
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