Vacation rentals with a pool in Orange City

4.96 out of 5 average rating, 329 reviews

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

Home in Lady Lake

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

4.98 out of 5 average rating, 120 reviews

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.

Home in Kissimmee

Perfect Getaway. Private Pool.Kissimmee/Orlando

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

Guesthouse in Lake Cherokee

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

4.97 out of 5 average rating, 118 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

4.98 out of 5 average rating, 122 reviews

A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.

Guesthouse in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

A wooden tray rests across a bathtub filled with warm water, decorated with rose petals. A glass of wine and a small potted plant are placed on the tray, complemented by candles that provide gentle illumination in the background.

4.94 out of 5 average rating, 114 reviews

The Great Escape! Explore,Romance, Rest,Relaxation

Welcome to the Inca Inn, a Cozy Private & very spacious home. Romantic & very roomy. Features Beautiful themed bedrooms a Private screened in pool, Tranquil and fenced private backyard. This private house has everything you need for a Business trip, Romantic getaway or a fun family vacation with the kids. The home is central to the beaches & major attractions as well as many parks for biking, running or canoeing. Enjoy nearby restaurants, Golf, Mini golf, Go-Carts, Movie Theater and more!

4.87 out of 5 average rating, 262 reviews

Home in Sanford

Cozy at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, 2-car garage, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

Guest suite in Orange City

A cozy lounge area features a gray sofa and a small dining table with two wooden chairs. A wall with natural wood accents complements a colorful beach-themed art piece. Light streams through a nearby window, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 129 reviews

The Hillside Haven Oasis

Enjoy a warm and inviting stay in our beautiful Sanctuary in your own private guest quarters, sweetly dubbed, "The Hillside Haven Oasis" This is an extension of our home, similar to a Mother In Law Suite. Only shared space would be the outdoors and we leave that for your private enjoyment. We created this Oasis with a desire is for our guests to feel calm, comfort and tranquility while being showered with Florida Sun. It would be our privilege to serve you as our guests here. :)

4.98 out of 5 average rating, 129 reviews

Home in Orange City

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

4.96 out of 5 average rating, 112 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

4.89 out of 5 average rating, 109 reviews

A modern kitchen features sleek cabinetry and a large island with bar seating. Unique patterned ceiling tiles complement the granite countertops. A stainless steel refrigerator and double ovens are visible, highlighting a functional yet stylish cooking space.

Home in Lake Mary

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

4.98 out of 5 average rating, 195 reviews

A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.

Houseboat in Sanford

Enjoy the Magic - Floating Cottage on the River

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

4.99 out of 5 average rating, 156 reviews

A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.

Home in Sanford

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

Popular amenities for Orange City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 151 reviews

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

Home in Orlando

3 BR/2BA Home w Private Pool~12 min to Airport!

4.89 out of 5 average rating, 120 reviews

A spacious living area features a large sectional couch and a stylish coffee table. Natural light filters through the windows, highlighting modern décor. An arcade game stands in the background, and a laundry area is visible to the left, contributing to the home's functionality.

Home in Casselberry

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

4.9 out of 5 average rating, 272 reviews

A spacious pool area is surrounded by tropical landscaping, featuring tall palm trees and flourishing plants. The pool includes a spa with cascading water features. A bright red umbrella provides shade over a seating area, creating an inviting outdoor space for relaxation.

Home in Lake Mary

Gated community XL pool Home 2500sq/f

4.91 out of 5 average rating, 162 reviews

A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.

Home in Orlando

Modern Tropical House Heated Salt Pool

4.86 out of 5 average rating, 138 reviews

An open-concept living area features a modern kitchen with a central island and stainless steel appliances. A comfortable sectional sofa is paired with wooden armchairs, and a round coffee table sits in the center. Large windows bring natural light into the space, enhancing the clean, neutral decor.

Home in Apopka

2-bedroom home with pool near Kings Landings!

4.89 out of 5 average rating, 109 reviews

A single-story brick home is situated on a spacious lawn, featuring a covered entrance and large windows allowing natural light. Two blue chairs are positioned on the porch, complemented by a star decoration above the entryway. Nearby trees provide shade in the open yard.

Home in DeBary

Pool Home with Tiki Pub Close to Everything!

4.96 out of 5 average rating, 101 reviews

A bright, inflatable swan floats in a clear, inviting pool. Sunlight reflects off the water's surface, enhancing the serene surroundings. Lush greenery can be seen beyond the pool enclosure, providing a tranquil setting for relaxation.

Home in Canaveral Groves

Serenity in the country with a heated pool!

4.97 out of 5 average rating, 137 reviews

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

Home in Lake Formosa

Spacious Home with Pool & Hot Tub near Downtown

Condo rentals with a pool

4.9 out of 5 average rating, 112 reviews

A light-filled living area features a soft blue couch paired with a wooden coffee table. Decorative artwork adorns the wall, and a ceiling fan provides ventilation. The open layout offers a view into a dining area with a table and chairs in the background.

Condo in Sea Woods

Heated Pool * Balcony * Steps To The Beach

4.96 out of 5 average rating, 111 reviews

A private balcony offers views of the shared pool area surrounded by palm trees. Sunlight brightens the space, highlighting a comfortable chair and the well-maintained grounds below. The inviting atmosphere allows for relaxation while enjoying the warm ocean breeze.

Condo in Sea Woods

Beachfront | Ocean View | Heated Pool

4.92 out of 5 average rating, 170 reviews

A private balcony offers two white rocking chairs positioned on a patterned rug. The view includes a sandy beach with gentle waves and palm trees lining the shore, under a partly cloudy sky.

Condo in Daytona Beach

Daytona Escape

5 out of 5 average rating, 104 reviews

A modern living area is furnished with a navy blue sectional couch and a geometric coffee table. Large glass doors provide expansive views of the ocean, and natural light fills the space. A wall-mounted television is positioned across from the seating area.

Condo in Coronado Beach

Direct Oceanfront Luxury Suite

4.97 out of 5 average rating, 133 reviews

The image captures a view from a balcony overlooking a heated pool area, surrounded by palm trees. In the background, the ocean is visible, along with beach access and lounge chairs set along the shoreline, inviting relaxation by the water.

Condo in Sea Woods

Heated Pool | Ocean Views | Direct Beach Access

Condo in Lake Buena Vista

Aerial view showcasing the expansive resort complex, featuring multiple buildings surrounded by lush greenery. The central area includes a large shaped pool surrounded by lounge chairs and sun umbrellas, alongside a mini-golf area and pathways connecting various amenities.

4.97 out of 5 average rating, 201 reviews

Grand Villas Resort 2 bedrooms

4.97 out of 5 average rating, 411 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

4.94 out of 5 average rating, 178 reviews

A bright and airy living area features large windows showcasing stunning ocean views. A white leather sofa sits on polished wooden flooring. A round table with chairs is positioned near the window, complemented by a decorative indoor plant adding a touch of greenery to the space.

Condo in Daytona Beach

Breathtaking Ocean View Suite w/ Spacious Balcony!

Other vacation rentals with a pool

A spacious living room features comfortable seating arranged around a central coffee table. Large sliding doors open to an outdoor area, while bright, natural light illuminates the room. Modern appliances and a dining area are visible in the background, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 15 reviews

Relaxing Stay with Private Pool/ Near Orlando

5 out of 5 average rating, 7 reviews

Home in Lake Mary

Pool House Paradise-Walk to Downtown Lake Mary

5 out of 5 average rating, 14 reviews

Pool house: 4bd/2bth near daytona and new smyrna

4.89 out of 5 average rating, 62 reviews

A comfortable living area features a large sectional sofa positioned around a textured area rug. Light streams through a large window adorned with curtains. A stylish clock is mounted on the wall, and a ceiling fan provides ventilation. An inviting entrance is visible in the background.

Home in Orange City

updated home with pool

4.98 out of 5 average rating, 44 reviews

A Jayco camper is parked beside a residential structure, featuring a compact design with a lightweight exterior. The connection for water and electrical supply is visible at the front, and a small patch of grass is present in the foreground.

Camper/RV in Deltona

great affordable place to stay

4.99 out of 5 average rating, 67 reviews

A tranquil pond is featured with a central fountain, creating gentle ripples on the water's surface. Lush green grass and trees frame the scene, while a white fence outlines the pond area. Bright blue skies with scattered clouds provide a serene backdrop.

Cottage in Orange City

Lakefront Cottage 1-bedroom

4.94 out of 5 average rating, 17 reviews

Cozy House with pool. Minutes From I4