Vacation rentals with a pool in Auburndale

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 single-story home features a light blue exterior with neatly trimmed hedges and palm trees in the front yard. The driveway leads to a two-car garage, and large windows reflect natural light, enhancing the welcoming ambiance of the property.

4.95 out of 5 average rating, 169 reviews

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Apartment in Winter Haven

A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.

4.98 out of 5 average rating, 161 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

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.

4.9 out of 5 average rating, 188 reviews

Southern Dunes Villa - Pool - Golf - near Disney

Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. 13 miles from LEGOLAND, 22 miles from DISNEY, 29 miles from UNIVERSAL, this is the perfect place to relax after a busy day at the parks. Impeccably maintained, our villa features upgraded furniture, electronics, mattresses and flooring. Southern Dunes is a gated golf community that prides itself on the quality of its golf course & the security & beauty of its homes.

4.99 out of 5 average rating, 121 reviews

The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.

Tiny home in Lakeland

Charming Tiny House on 5 acres with POOL/ HOT TUB

Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Guesthouse in Lake Alfred

A screened-in pool area features a clear, inviting swimming pool with a light blue surface. Two striped lounge chairs are positioned beside the pool, and a small seating arrangement is visible in the background, providing a space for relaxation and outdoor enjoyment.

4.94 out of 5 average rating, 188 reviews

Adorable Agave Suite w/ private pool and entrance

Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

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!

A screened-in pool area features a spacious pool with clear blue water, surrounded by a concrete deck. A hot tub is adjacent, and a view of the lake is visible beyond. Lush greenery and a few lounge chairs complement the outdoor ambiance.

4.93 out of 5 average rating, 121 reviews

Fantastic Water Front Home on the Chain of Lakes

We are sharing our dream home with you! This home offers one of the best open layouts in Winter Haven. Great open kitchen with granite counter tops, stainless steel appliances, and numerous appliances. The large TV room features a Samsung smart 65" TV that connects to the Lanai/Pool area. A must see to believe! Numerous pictures provided to allow your mind to wonder. My interaction with you will be based on you. We have keypad entry for your convenience. I am here for you though!

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

4.91 out of 5 average rating, 198 reviews

Legoland Lakehouse Splash Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

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.

4.97 out of 5 average rating, 245 reviews

A serene pool area is enclosed by a protective screen, featuring a clear swimming pool surrounded by a tiled patio. A comfortable seating area is visible in the background, with a stylish egg chair. Lush greenery enhances the tranquil setting.

Guesthouse in Auburndale

Private Poolside Villa

Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. The apartment is behind my personal home with no connecting doors. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

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 Auburndale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the home features a sleek black façade with large windows allowing natural light in. A neatly landscaped yard includes tropical plants and colorful foliage, enhancing the inviting entrance. The driveway leads to a single-car garage, with ample space to welcome guests.

4.99 out of 5 average rating, 132 reviews

Cheerful 4 Bed, 3 Bath Home with Screened Pool

4.94 out of 5 average rating, 17 reviews

A welcoming entryway is presented with two comfortable chairs featuring soft white cushions. A small wooden table sits between them, accompanied by a striped mat at the entrance. A decorative sign displays the message 'WELCOME' next to the door.

Home in Davenport

3BR Family Home near Orlando!

4.9 out of 5 average rating, 20 reviews

A spacious living area features a large, sectional sofa arranged around a vibrant green rug. A wall-mounted television is complemented by an electric fireplace below. Soft lighting from LED strips adds a modern touch, and a large window is covered with sheer curtains.

Home in Auburndale

Entire Brand New Modern Lake House Family Fun

4.95 out of 5 average rating, 117 reviews

Home in Davenport

Stylish Villa with Free Pool Heat

4.9 out of 5 average rating, 153 reviews

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.

Home in Davenport

Awesome Vacation Home w/ Private Heated Pool/Spa

A serene backyard features a clear swimming pool surrounded by a tiled deck. Sun loungers are positioned around the pool, with a shaded dining area beneath a striped umbrella. Lush greenery and tall trees provide a natural backdrop, enhancing the outdoor space.

4.78 out of 5 average rating, 332 reviews

Florida Oasis w/ Pool near LEGOLAND

A screened-in pool area features a vibrant pool surrounded by greenery. A comfortable seating arrangement is offered, alongside a grill for outdoor cooking. The pool floats in a sunny yellow design while golf course views are visible in the background.

4.93 out of 5 average rating, 30 reviews

Disney Golf Dreamhouse with Pool 20 min to Disney!

An inviting outdoor space features a private swimming pool surrounded by a sun deck with lounge chairs. A glass-top dining table is set for four beside a BBQ grill, with green views beyond the screened enclosure.

4.83 out of 5 average rating, 132 reviews

Southern Dunes Golf Vacation Villa

Condo rentals with a pool

Superhost

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

A spacious living area features a comfortable red sofa adorned with decorative pillows. A wooden TV cabinet holds a large screen television. Natural light streams in through glass sliding doors that lead to a balcony, complemented by light curtains and a decorative area rug.

4.88 out of 5 average rating, 112 reviews

Deluxe fully fitted 3 bedroom Condo

4.98 out of 5 average rating, 239 reviews

A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.

Condo in Four Corners

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

4.97 out of 5 average rating, 414 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Condo in Orlando

Waterfront Condo minutes to Disney & Universal

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

Superhost

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 vacation rentals with a pool

4.91 out of 5 average rating, 23 reviews

Apartment in Davenport

3-Bedroom Getaway!

The single-story white villa is surrounded by lush green grass and mature trees. Windows are framed with dark accents, and several planters are positioned along the exterior. The expansive yard offers a spacious area for outdoor activities.

4.97 out of 5 average rating, 33 reviews

Lakeland Paradise Villa

4.96 out of 5 average rating, 53 reviews

Luxury Heated Pool Home, 85 inch TV, King bed

A single-story home is showcased with a light-colored exterior and a welcoming entrance featuring a large archway. Lush greenery surrounds the property, enhancing the well-maintained landscaping. A driveway leads to a two-car garage on the right, with a clear blue sky overhead.

5 out of 5 average rating, 26 reviews

Beautiful Villa/Golf Retreat between Orlando&Tampa

4.94 out of 5 average rating, 52 reviews

A modern townhouse is pictured within a gated community. The exterior features a tiled roof and multiple balconies, complemented by landscaped gardens. Paved walkways lead to the entrances, while surrounding greenery offers a serene backdrop.

Townhouse in Haines City

Modern townhouse Balmoral Resort

The exterior of the home showcases a light grey facade with contrasting dark shutters and a double garage. Neatly landscaped gardens with bushes and flowers add color to the front yard, complemented by a clean driveway leading up to the entrance.

4.92 out of 5 average rating, 26 reviews

Modern Home for Family and Vacations groups

5 out of 5 average rating, 14 reviews

Townhouse in Davenport

Amazing 3 bedroom getaway

Superhost

A two-story, tropical style home is showcased, featuring a vibrant exterior in warm shades. A Tesla is parked prominently in the driveway, with lush palm trees and greenery flanking the entrance. The garage is accessible, contributing to the property's inviting curb appeal.