Holiday rentals in Keystone

4.98 out of 5 average rating, 126 reviews

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

Home in Tampa

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!

ValueLocationPool

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

4.96 out of 5 average rating, 132 reviews

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 the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

FamilyValueAccess

4.96 out of 5 average rating, 200 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

LocationFamilyDecor

4.99 out of 5 average rating, 159 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

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.

ValueLocationComfort

Superhost

A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.

Home in Tampa

4.82 out of 5 average rating, 130 reviews

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.

FamilyLocationBeach

4.98 out of 5 average rating, 99 reviews

Cabin in Odessa

Cozy 1960’s Cabin in Gated Lake Community

Unwind at the Hoover Haven, a cozy cabin, nestled in a gated lake community. Built in 1963, our cabin has a vintage mountain charm. Families have been enjoying our three adjoining lakes and blankets of trees, for generations. We have a community lake with picnic tables, grills, and a private beach. We have a playground, fishing dock, boat ramp, volleyball, and basketball. 14 miles to TPA airport. 31 miles to Clearwater Beach 30 miles to Weeki Springs 3 miles to the Barn at Crescent Lake

FamilyValueWalkability

4.94 out of 5 average rating, 325 reviews

An inviting exterior showcases a light blue facade complemented by a stone accent wall. The entrance features a covered porch with a simple light fixture and a welcoming door. A small garden with potted plants lines the pathway, enhancing the entryway.

Guest suite in Northdale

Cozy Carrolwood centrally located to all 1/1

Our one bedroom, one bathroom apartment with a clean stocked kitchen is the perfect place for your next vacation! This is a complete space next to the main property with a private entrance , A/C , parking space, TV cable, Internet/WIFI, First AID, closet space and a sharing Dryer and Washer Machine. Towels, beach chairs and cooler for you to borrow! This premium location offers easy access to restaurants, pharmacies, hospitals, grocery stores and is about 11 miles to Busch Gardens.

ValueFamilyParks

4.99 out of 5 average rating, 351 reviews

A spacious cabin is gently illuminated by string lights, creating a warm glow against the evening sky. Surrounding the home are trees and a hammock, with a grassy area leading up to the porch where seating is visible.

Farm stay in Odessa

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).

ValueLocationShared spaces

A scenic outdoor space features a circular fire pit surrounded by several wooden Adirondack chairs. Lush greenery and tall trees frame the view of the tranquil lake, while a canoe rests on the shore nearby.

4.9 out of 5 average rating, 58 reviews

Lakefront Cabin Retreat: Hot Tub, Kayak & PingPong

Escape to this newly renovated 3BR, 2BA lakefront cabin on Lake Wood. Perfect for families or friends, this cozy retreat features a hot tub, TV lounge, dining area, ping pong and a spacious covered patio with stunning lake views. Kayak from your doorstep, roast marshmallows by the firepit, do some fishing or visit nearby Old McMicky’s Farm and an Alpaca Ranch. Just 25 mins from Tampa Int’l and 27 mins to the beach—relaxation awaits...book your getaway today!

LocationFamilyView

4.95 out of 5 average rating, 166 reviews

Flat in Carrollwood

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

FamilyLocationQuiet

4.92 out of 5 average rating, 119 reviews

A cozy kitchenette is featured with sleek white cabinetry, a compact refrigerator, and a granite countertop. Two seating areas are provided: a striped armchair and three bar stools positioned around a counter. Natural light filters in through a nearby window, illuminating the space.

Farm stay in Odessa

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.

LocationValueBeach

4.97 out of 5 average rating, 152 reviews

The living area features a spacious layout with a comfortable gray sofa and a decorative wooden coffee table. A flat-screen TV is mounted on the wall, while a well-equipped kitchen with modern fixtures is visible in the back. Natural light enters through the windows, creating a bright atmosphere.

Home in Carrollwood

Charming House 2B/2B Centrally Located Tampa Bay

Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

ValueFamilyLayout

Popular amenities for Keystone holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Keystone

5 out of 5 average rating, 6 reviews

Odessa Garden Retreat

LocationTVBack garden

4.97 out of 5 average rating, 61 reviews

A cozy living area showcases a blue sofa paired with a decorative pillow and a wooden coffee table. Sliding glass doors lead to a bedroom. A wall-mounted television is positioned above an electric fireplace, contributing to a comfortable setting.

Guest house in Odessa

Breathtaking Lakefront Glass Cottage

LocationFamilyGrill

A grassy lakeside area features several blue Adirondack chairs arranged around a central fire pit. Tall trees with Spanish moss gently frame the scene, while the calm lake water reflects the surrounding greenery.

4.94 out of 5 average rating, 17 reviews

Peaceful Lakefront Home!

FamilyLocationView

5 out of 5 average rating, 22 reviews

Flat in Tampa

Hot Tub • 15 Min to TPA • Near Everything

LocationHospitalityCondition

5 out of 5 average rating, 9 reviews

Townhouse in Tampa

Tampa/Westchase 3BR Townhome I Family-Friendly

FamilyLocationCleanliness

A stylish living area is presented, featuring two light-colored sofas adorned with decorative cushions. A central coffee table sits atop a plush area rug. A television is mounted on the wall above a sleek, modern fireplace. Shelving units display decorative items and books.

4.89 out of 5 average rating, 64 reviews

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

FamilyLocationParks

5 out of 5 average rating, 25 reviews

Home in Tarpon Springs

Reel Retreat | Lakefront Home with Hot Tub

FamilyLocationHospitality