Holiday rentals with a pool in Mount Dora

4.96 out of 5 average rating, 353 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.

Guest house in Deer Island

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

4.96 out of 5 average rating, 144 reviews

4.96 out of 5 average rating, 110 reviews

A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.

Home in Orlando

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

4.93 out of 5 average rating, 163 reviews

Home in Eustis

Galloway Getaway Ranch

This 10-Acre Hay n' Stay Destination is perfect for Equestrians and those looking to escape the hustle and bustle of the city. Relax by the pool or take a stroll through a pasture, plenty of room to roam. Located near Florida's top Horseback Riding Trails, Theme Parks, and Beaches, and just minutes away from Historic Downtown Mount Dora offering fantastic dining and shopping experiences. Be sure to visit the local Natural Springs nearby including Wekiva Springs, Rock Springs Run, and more!

4.98 out of 5 average rating, 439 reviews

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guest house in Leesburg

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool. Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

4.95 out of 5 average rating, 149 reviews

The exterior of a three-bedroom home displays a welcoming entrance with a paved walkway leading to a covered porch. Lush greenery and flowering plants line the front yard, complemented by a white railing. The structure is topped with a metal roof and features large windows.

Farm stay in Apopka

Farmhouse near the Springs

Enjoy the ducks, chickens, and goats. Wake to the neighbor's rooster crowing. Have fresh eggs for breakfast when the chickens and ducks cooperate. This three bedroom home with a pool sleeps six. It is - 6 minutes to a grocery store, - 12 minutes to Rock Springs or Wekiva Springs, - 15 minutes to the Lake Apopka Wildlife Drive and - 30 to 45 minutes to the major theme parks, depending on traffic. - a 4 minute bike ride to the 22 mile long West Orange Trail. NO PARTIES TWO VEHICLES MAXIMUM

Home in Altamonte Springs

A backyard swimming pool is surrounded by a natural landscape, featuring colorful floaties resting on the water's surface. Comfortable seating is arranged nearby, and palm trees provide a tropical touch to the serene outdoor setting, all under a softly lit evening sky.

Private Pool / Cozy Central Florida Home

Updated four-bedroom home in Altamonte Springs, ready for your stay! Perfect for groups. Plenty of free parking in the driveway and curb side. Only minutes from I-4, which means easy access to your favorite spots in and around Central Florida. Universal Studios, for example, is about 25 minutes away. SeaWorld is 30 and Disney Springs is about 35, depending on traffic. Plenty of sports complexes are nearby. Uptown Altamonte is just around the corner. No parties or events please.

4.86 out of 5 average rating, 139 reviews

4.99 out of 5 average rating, 135 reviews

A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.

Home in Longwood

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

4.83 out of 5 average rating, 172 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!

Private 2-bedroom home with a queen size bed and a separate room with a twin daybed. There are many exciting things to do in the area! My home is about 30 minutes from theme parks such as Universal, SeaWorld, and Disney parks. Extra activities to do are Southern Hill Farms to pick fresh fruits and sunflowers. Want more fun in the sun? There is Wekiwa National park which is 7 miles away for kayaking and water springs. Additionally, Kings Landings is located 10 minutes away.

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.

4.98 out of 5 average rating, 160 reviews

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.

4.85 out of 5 average rating, 127 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 Heathrow

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7. Small pre-approved gatherings/events may be allowed with written approval before booking. Max 30 people on property. Event/visitor fee: $20 per person. No outside music after 11 PM. No bottles or glass near the pool. Spacious 4BR Lake Mary retreat with pool, bright living areas, king master suite, oversized showers, and easy access to Disney, Daytona Beach, and local attractions.

4.93 out of 5 average rating, 147 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Popular amenities for Mount Dora rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 181 reviews

Home in Minneola

Pool + Heated spa Family friendly King suite Oasis

4.95 out of 5 average rating, 175 reviews

The image depicts a calm lake at sunset, with reflections of clouds and colors mirrored in the water. In the foreground, a fishing boat is anchored, positioned near the lake's serene shoreline surrounded by lush greenery.

Home in Longwood

Pvt Fishing lk , Pets,Nature, Pool,garage

4.91 out of 5 average rating, 121 reviews

Home in Apopka

Modern 3BR Near Wekiwa Springs & Orlando

4.98 out of 5 average rating, 115 reviews

An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.

Home in The Villages

New Luxury Home-Pool-Waterfront View-3 King Suites

4.96 out of 5 average rating, 220 reviews

The private pool is surrounded by lush greenery and features a gentle waterfall cascading into the water. Colorful plants line the edge, offering a tranquil environment for relaxation. The clear blue water is inviting and complements the serene outdoor setting.

Home in Ocoee

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

4.88 out of 5 average rating, 110 reviews

A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.

Home in Orlando

Recharging Lakeview Oasis w/Pool centrally located

4.97 out of 5 average rating, 132 reviews

A screened-in pool area features a clear blue pool surrounded by landscaped greenery. A stone waterfall adds a natural touch, complemented by decorative plants and a Zen-inspired statue. Sunlight filters through the trees, enhancing the tranquil ambiance.

Home in Longwood

Relaxing 3-Bedroom Pool Getaway

4.95 out of 5 average rating, 187 reviews

A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.

Home in Maitland

Orlando area pool home in Maitland

Apartment rentals with a pool

4.83 out of 5 average rating, 156 reviews

Cozy space 5/10 universal & epic

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.92 out of 5 average rating, 157 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

4.94 out of 5 average rating, 137 reviews

IS2-310 - 3BR condo with Resort Access in Orlando

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

4.95 out of 5 average rating, 190 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

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.

4.97 out of 5 average rating, 448 reviews

Waterfront Resort Condo near Disney & Universal

4.83 out of 5 average rating, 127 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Apartment in Winter Park

Lovely Winter Park Home close to Hospitals !

4.95 out of 5 average rating, 138 reviews

Modern Lake view Condo 1 mile from Disney

A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.

4.88 out of 5 average rating, 338 reviews

Private Terrace • Epic Fireworks • 2/2 - King Bed

Other holiday rentals with a pool

4.78 out of 5 average rating, 390 reviews

An indoor swimming pool is showcased within a spacious area, illuminated by sunlight through large windows. The clear water reflects the blue ceiling beams, while natural stone accents line the poolside, creating a relaxed atmosphere. Comfortable lounge chairs are positioned nearby.

Guest suite in Maitland

Guesthouse w/Private Indoor Pool

5.0 out of 5 average rating, 46 reviews

A charming white house features a covered front porch with hanging window treatments and an American flag. Lush greenery and colorful flower pots frame the entrance, while a walkable stone pathway leads up to the door, inviting guests to enter the home.

Flat in Mount Dora

Downtown Luxury Ground Floor Apartment

4.97 out of 5 average rating, 38 reviews

Home in Mount Dora

Luxury lake house: boat dock, fishing, pool

4.9 out of 5 average rating, 21 reviews

Entire 3 Bed Home, Pool, boat parking, by the lake

4.95 out of 5 average rating, 21 reviews

The Canal House on Lake Harris.

4.97 out of 5 average rating, 34 reviews

The farmhouse features a classic design with a wraparound porch and decorative elements reminiscent of its historic roots. Surrounded by large trees, its inviting exterior is complemented by American flags and seasonal décor, creating a charming first impression in the serene landscape.

Home in Sorrento

1920 Farmhouse on 6 ac, Chefs kitchen & huge pool!

A bright living area features a comfortable sectional sofa and a hanging chair, providing inviting seating options. A round coffee table is positioned on a patterned rug, surrounded by decorative accents. Natural light filters through the windows, illuminating the space with a warm ambiance.

4.98 out of 5 average rating, 86 reviews

Casa Bohemian Retreat- Pool Home-9 Guests