Holiday rentals with a pool in Davenport

Townhouse in Four Corners

The exterior of a modern townhome is displayed, featuring a symmetrical facade with two garage doors. Lush green landscaping, including palm trees, frames the entrance, which is adorned with two red doors. A smooth paver driveway leads up to the home, enhancing its curb appeal.

4.96 out of 5 average rating, 112 reviews

Golf Course View Home in ChampionsGate

Welcome to Your ChampionsGate Oasis! Experience the perfect blend of luxury and convenience in this wonderful townhome located in the desirable gated community of ChampionsGate. Enjoy world-class golfing on stunning courses right at your doorstep, with breathtaking views of the ChampionsGate Course from your balcony—perfect for watching the sunrise! ChampionsGate is ideally situated just moments away from Disney World and many of Orlando's famous attractions, making it an excellent base for y

A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.

4.9 out of 5 average rating, 153 reviews

Awesome Vacation Home w/ Private Heated Pool/Spa

Sunshine living at its best! The Abbey at West Haven is an enclave of exclusive vacation homes. This gem has been totally redesigned and upgraded for your vacationing pleasure and is the IDEAL choice for your next family vacation or getaway in Central Florida. Stores, restaurants and golf courses are all within 5 mins and Disney just 15 mins away. After a long day at the Theme Parks or a round of golf, relax at the private, pool and spa or enjoy a BBQ on the enormous covered patio.

4.85 out of 5 average rating, 212 reviews

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

Home in Kissimmee

Disney & Universal Retreat| Heated Pool | Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

4.94 out of 5 average rating, 308 reviews

The swimming pool is illuminated with a calming blue glow, reflecting the evening light. Lush landscaping is visible outside the screened patio, and the entrance to the private suite can be seen through spacious glass doors.

Guest suite in Davenport

Oak Promenade Peaceful Studio with Private Pool

‘The Studio’ is your peaceful retreat steps away from your own sparkling private pool! You’ll be located in an elegant cul-de-sac of a quiet neighborhood - a perfect way to wind down from long, busy days at theme parks. 20 minutes from Disney World 27 minutes from Universal 25 minutes from Sea World If you are traveling with friends and/or family, we also have another studio right next door! airbnb.com/h/thousandoakspeacefulstudio This is a safe space. You are welcome here!

4.92 out of 5 average rating, 182 reviews

A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.

Villa in Davenport

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

4.99 out of 5 average rating, 128 reviews

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

Apartment in Kissimmee

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

4.86 out of 5 average rating, 162 reviews

A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.

Villa in Haines City

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

4.99 out of 5 average rating, 120 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

A spacious living room features a large sectional sofa adorned with blue and white cushions. A glass coffee table is centered on a soft area rug. Large sliding doors provide views of the pool area, while a flat-screen TV displays a colorful image. Decorative plants add a welcoming touch.

4.85 out of 5 average rating, 127 reviews

Beautiful 3BR Home Heated Pool Game Room by Disney

Relax with the whole family at this peaceful HEATED POOL house in Davenport, just miles from Disney World Theme Parks, Universal Studios and Legoland in Orlando Florida. Master Suite has sliding doors and great view to screened Pool & Lanai. 3 bedrooms, 2 bathrooms, fully equipped kitchen, 3 Smart LED TV's and strong Wi-Fi all around the house. Enjoy our Games Room with Indoor Basketball and Pool Table located in the garage! Parking is in the driveway.

4.92 out of 5 average rating, 121 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Davenport

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

4.95 out of 5 average rating, 161 reviews

A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.

Townhouse in Davenport

Stylish Stay in Davenport

Welcome to 1749 Sanibel Dr, Davenport, Florida! Enjoy nearby dining options like Millers Ale house, Red Robbins, and more great options. Attractions include Walt Disney World (20 min), Universal Studios (35 min). Shop at the Orlando Outlets or visit Old Town Kissimmee for classic car shows and rides. Essentials are close by with Publix and Walmart. Your stay promises convenience, great food, and fantastic entertainment!

4.88 out of 5 average rating, 168 reviews

The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.

Condo in Four Corners

"Ocean's Gate" - 2BD/2BA condo near Disney

Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!

Popular amenities for Davenport rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A sunlit pool area features a screened enclosure, providing a serene space for relaxation. The curved pool is surrounded by lounge chairs and provides ample space for outdoor enjoyment. Lush greenery is visible in the background, adding to the tranquil setting.

4.82 out of 5 average rating, 312 reviews

Sunnyside Villa Near Disney Private Pool 8 guests

4.95 out of 5 average rating, 117 reviews

Stylish Villa with Free Pool Heat

4.96 out of 5 average rating, 112 reviews

The exterior of a two-story home is shown, featuring a well-maintained lawn and a paved driveway leading to a two-car garage. A circular entrance is highlighted by a decorative front door, with large windows allowing natural light to flow inside. The sky is partly cloudy.

Home in Kissimmee

Manor on Knottingham Near Disney

A single-story home is showcased with a neatly manicured lawn. A driveway leads to a garage with a light brown door. The front porch features a welcoming entrance, adorned with plants and an American flag. Blue sky is visible overhead.

4.92 out of 5 average rating, 114 reviews

4 bedroom single family with private pool.

4.98 out of 5 average rating, 143 reviews

Home in Kissimmee

Disney Retreat | BBQ, King Bed, Pool, Game Room +

4.91 out of 5 average rating, 177 reviews

No Airbnb Fees! Pvt PoolSPA/GameRoom/Resort 273361

A welcoming living area features a teal sectional sofa with colorful throw pillows, accompanied by a wooden coffee table. A white entertainment unit with a television is placed against the wall, while large windows provide natural light and views of the outdoor space.

4.86 out of 5 average rating, 101 reviews

Cozy Family Villa w/ Private Pool Near Disney Park

4.9 out of 5 average rating, 188 reviews

The exterior of the home features a light-colored facade with a welcoming entrance. A neatly landscaped yard includes vibrant green shrubs and a palm tree. The driveway leads to a single-car garage with a white door, set against a backdrop of clear blue skies.

Home in Haines City

Southern Dunes Villa - Pool - Golf - near Disney

Condo rentals with a pool

An inviting swimming pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are arranged by the water's edge, with a tiki hut visible in the background. The serene blue water reflects the clear sky and the surrounding greenery.

4.89 out of 5 average rating, 107 reviews

Bahama Bay luxury resort, minutes to disney.

A large community pool reflects bright blue skies, framed by a spacious clubhouse featuring a yellow exterior. Sun loungers line the pool area, while palm trees add a touch of greenery. The clubhouse provides a welcoming space for relaxation and socializing by the pool.

4.88 out of 5 average rating, 139 reviews

tranquil resort, near Disney, no extra fee.208

4.88 out of 5 average rating, 156 reviews

A spacious living area is designed with light grey sofas and a glass coffee table, surrounded by greenery. Large windows with wooden blinds allow natural light to fill the room, while a ceiling fan enhances airflow. Soft, neutral tones create a relaxing atmosphere.

Condo in Kissimmee

Near Disney/Universal Lovely 2bedroom/2bath Condo

4.9 out of 5 average rating, 250 reviews

A spacious living area features large windows framed by bright curtains, providing natural light. A cozy bed is adorned with themed decor, and a comfortable sofa complements the surrounding furnishings. An aerial view showcases the resort's heated pool, surrounded by lush landscaping.

Condo in Kissimmee

Disney Oasis by the lake

The exterior of the home features a sloped roof and a welcoming red front door. Large windows are positioned symmetrically, allowing natural light to enter. Flanking the entrance, neatly trimmed shrubs and yellow flowering plants enhance the curb appeal.

4.88 out of 5 average rating, 126 reviews

Spacious Apartment Near Disney

A spacious bedroom features a plush, tufted headboard and a large window allowing natural light to fill the room. Two bedside lamps provide additional illumination, while modern furnishings add contemporary flair. A round mirror is mounted above the bed, reflecting the inviting ambiance.

4.78 out of 5 average rating, 251 reviews

Brand New AwardWinning Renovated Condo Near Disney

A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.

4.83 out of 5 average rating, 149 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

4.96 out of 5 average rating, 172 reviews

A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.

Condo in Kissimmee

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

Other holiday rentals with a pool

4.86 out of 5 average rating, 77 reviews

A private swimming pool is enclosed by a screen, providing an unobstructed view of green fields and palm trees beyond. The tranquil water reflects the blue sky. The pool area features a light-colored deck, enhancing the serene outdoor space.

Bungalow in Davenport

Upscale Villa | Private Pool | Near Disney

4.93 out of 5 average rating, 69 reviews

Close to Disney, 3BR, Pool & Spa, Game RM, PetsOK

5 out of 5 average rating, 36 reviews

A spacious outdoor pool area is surrounded by palm trees and comfortable lounge chairs. A large umbrella provides shade near the water's edge. The background features stylish cabanas and lush landscaping, creating a relaxing environment for guests to enjoy.

Apartment in Davenport

2BR/2BA Oasis Near Disney +Resort Pool & Amenities

4.99 out of 5 average rating, 87 reviews

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

A screened-in pool area features a sparkling blue pool surrounded by light-colored concrete. Two lounge chairs with striped cushions are positioned adjacent to the water. A covered seating area with a table is visible in the background, providing shade.

4.94 out of 5 average rating, 93 reviews

Sweet vacation home.

An aerial view captures a resort-style pool surrounded by lush greenery. The pool features multiple sections and shaded seating areas. Sun loungers and umbrellas are arranged around the water, with palm trees adding a tropical touch. Nearby, a winding road leads through the community.

4.8 out of 5 average rating, 83 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

Townhouse in Four Corners

4.95 out of 5 average rating, 43 reviews

607 -Amazing Townhome Near Disney World

A fenced heated pool area is visible, surrounded by lush greenery and palm trees. The villa entrance features a welcoming façade and a spacious driveway. Inside, a games room showcases vibrant Nemo-themed murals, along with seating and game tables for recreational enjoyment.