Vacation rentals with a pool in Groveland

Guesthouse in Winter Garden

A place with a view

Welcome to Your Secluded Getaway Enjoy a quiet retreat minutes from supermarkets and Florida’s top attractions. Urgent care , Emergency room & Hospital are all nearby Top Attractions Island H2O: 23m | Epcot: 27m | SeaWorld: 32m Disney Springs: 34m | Universal: 36m Legoland: 1h | Busch Gardens: 1h 27m Shopping & Dining Winter Garden/Clermont14m Outlets 28m | Florida Mall 35m | I-Drive 40m Travel MCO Airport 40m Oversized Parking: Dedicated space for boats, RVs, and moving trucks. storage only

4.9 out of 5 average rating, 107 reviews

4.85 out of 5 average rating, 117 reviews

A modern living area features a spacious sectional sofa in gray, complemented by a wooden coffee table. The open floor plan connects to a kitchen with stainless steel appliances and seating for four at the bar. Decorative wall elements add interest to the neutral walls.

Home in Lake Panasoffkee

Heated Pool & Kayaking House in Lake Panasoffkee

Bring the whole family to this great place with lots of room for fun. Enjoy this stylish house very close to the lake. Create new memories while staying at this beautiful property and all its amenities such as an indoor pool with nature view. Designed play room with pool/hockey air table and so much fun. With lake access from the its yard and 5 minutes from all restaurants and entertainments at Lake Panasoffkee. This fully renovated house will make your trip a unique and unforgettable experience

Guesthouse 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, 145 reviews

4.98 out of 5 average rating, 184 reviews

Home in Minneola

Pool + Heated spa Family friendly King suite Oasis

Welcome to your perfect Florida getaway! This beautifully updated 3-bedroom, 2-bath home in Minneola offers everything you need for a relaxing and fun-filled stay. Whether you're traveling with family, friends, or pets, this home is designed to make you feel right at home. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, and serene views overlooking a peaceful pond. Fire up the grill, unwind under the market lights, or soak up the sun with your favorite drink.

4.96 out of 5 average rating, 144 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Orlando

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

The interior of Hook's Cabin features a spacious living area with natural light flooding through large windows, complemented by modern furniture. A heated pool and outdoor lounge area are visible through the glass doors, highlighting the community's inviting amenities.

4.88 out of 5 average rating, 154 reviews

Hook's Cabin- Lake & Pool near Disney A-frame

Hook’s Cabin is nestled within the peaceful gated community of Vacation Village it is a beautifully renovated A-Frame home and your perfect place to stay & play! You will enjoy private Lake Louisa access, Heated Olympic-sized community Pool, Pickleball / Basketball courts, play grounds, & FREE parking, Fast WiFi, flat screen smart Tv's w/ cable, full kitchen, & in home laundry. All less than 25 mins from Disney & other Orlando theme parks, and 5 miles from the National Training Center.

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

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

4.98 out of 5 average rating, 203 reviews

The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.

Home in Minneola

Spacious Getaway ~ Heated LED Pool & Ping Pong

Welcome to your Spacious Getaway! Exterior Features: ★ LED Lights in Pool and on Pool Cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ Ping Pong Table ★Large Shower in Master Bathroom ★ROKU on each TV Extras: ★ Heated Pool up to 95 Degrees - $50 per day (Pool Water is normally at 75 degrees without the Pool Heater) ⚠️ Pet-Friendly, but the pet must be added to the reservation ($75 Pet fee)⚠️ {Willing to Negotiate Monthly Prices}

4.86 out of 5 average rating, 137 reviews

Mario-Themed Home! | Disney 30 Min | Pool + Lake

🍄 Mario's Mini Mansion is a boutique Mario-themed getaway for small families (1-3 kids) and local staycations. > Custom Yoshi’s Fort (queen + twin XL bunk + LIFE-SIZE Yoshi!) > King loft bedroom upstairs > 75" Smart TV + Nintendo Switch (Mario Wonder + games) > 4 streaming TVs > Heated neighborhood pool + large screened patio > Efficient kitchen with Breville Oven/Air Fryer > Sleeps 5 Glow-in-the-dark details, Mario games & more! Something magical for the whole family 🎮

4.98 out of 5 average rating, 163 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.

4.99 out of 5 average rating, 102 reviews

A chalet with a steeply pitched roof is surrounded by a well-maintained lawn. The structure features multiple large windows, allowing natural light to fill the interior. Nearby vehicles are visible, contributing to the community setting.

Chalet in Clermont

Lake Louisa Lodge near Disney

Watch the sunrise over beautiful Lake Louisa from this newly renovated cozy chalet that sleeps up to 8 guests. Fully equipped with everything you need to feel at home, an Olympic-size pool open all year long heated to 78 degrees in winter, tennis and pickleball courts, basketball court, and playground. Enjoy peaceful nature surroundings while still being only 25 minutes from Disney, shopping, dining, and other Central Florida attractions.

A single-story residence is shown with a light-colored exterior and a brown shingle roof. The garage door is centered, flanked by two sets of evenly spaced windows with white shutters. A neatly manicured lawn and mailbox complete the front view.

4.88 out of 5 average rating, 168 reviews

Our Poolhome by the Mouse house with Game Room.

Spacious four-bedroom, two-bathroom residence conveniently located near Disney and Universal Studios. Enjoy the expansive screened-in south-facing pool and fenced backyard for ultimate privacy. Entertain in the fantastic game room, perfect for family fun. Rest assured with 24/7 monitoring of security cameras installed outside the property. Additionally, the pool can be heated upon request for an additional fee—reach out for current rates.

Popular amenities for Groveland rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 161 reviews

A serene pool area is enclosed by a mesh screen, featuring clear blue water and a decorative fountain. A stone statue adorns the poolside, alongside a woven basket filled with towels. Lush greenery and a calm lake are visible in the background.

Home in Wildwood

Fenney Waterview Retreat w/Pool in The Villages

4.99 out of 5 average rating, 164 reviews

A charming blue cottage is set within a lush green landscape, surrounded by a white privacy fence. Mature trees provide shade in the background, and a well-maintained pathway leads to the entrance, inviting exploration of the property.

Home in Mount Dora

Mount Dora, FL Private Corner Home w/pool

A wooden deck is positioned by the lake, illuminated by soft lighting. The sky transitions from warm orange to deep blue, reflecting on the water. Surrounding vegetation and the distant silhouette of trees create a serene natural backdrop.

4.97 out of 5 average rating, 98 reviews

Fun Getaway Ranch Lake Pool Soccer 6 Bed 3 Bath

4.81 out of 5 average rating, 27 reviews

Sawmill Ranch

A vibrant sunset fills the sky with hues of orange, pink, and purple, casting a warm glow over the calm lake. Silhouettes of trees frame the scene, while electric lines stretch across the horizon, enhancing the tranquil waterfront view.

4.97 out of 5 average rating, 59 reviews

Grandma’s Getaway

4.94 out of 5 average rating, 32 reviews

Pool & Jacuzzi / Cinema+Games+Fire Pit | Disney

5.0 out of 5 average rating, 16 reviews

Sunset Cove at Champions! Book this very private

4.89 out of 5 average rating, 28 reviews

2026 NEW Themed 05 Bedrooms At Windsor Cay

Condo rentals with a pool

4.79 out of 5 average rating, 159 reviews

Condo in Clermont

Vacation Home at Disney

4.84 out of 5 average rating, 159 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.

4.93 out of 5 average rating, 160 reviews

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

A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.

4.87 out of 5 average rating, 147 reviews

Luxury Condo On I-Drive & One Mile from Universal

4.93 out of 5 average rating, 200 reviews

VCR4-404 - 3BR Condo near pool in Vista Cay

4.86 out of 5 average rating, 119 reviews

A dining area features a round table set with white plates and glasses, complemented by woven placemats. A cozy seating area with a brown leather couch and decorative pillows is visible, alongside a large window offering natural light and views of the outdoor space.

Condo in Celebration

Private balcony, Disney under 10 mins, Roku+Cable

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, 194 reviews

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

A dining area features a glass table surrounded by six upholstered chairs, creating a welcoming space. A sideboard is positioned against the wall, and artwork adorns the adjacent walls. Natural light filters in through a set of sliding glass doors, leading to the balcony.

4.9 out of 5 average rating, 309 reviews

Vista Cay Orlando Lakeview Condo

Other vacation rentals with a pool

4.96 out of 5 average rating, 49 reviews

Villa in Clermont

Family Visit? Lakes + Golf + Olympus + the Mouse?!

4.96 out of 5 average rating, 28 reviews

Apartment in Clermont

Charming Private Suite Near Scenic Trails

4.73 out of 5 average rating, 163 reviews

A modern kitchen features stainless steel appliances, including a refrigerator and microwave. A spacious island with bar seating offers two stools, while a dining table is set with blue dishes. Bright, neutral cabinetry provides a fresh atmosphere, complemented by decorative wall art.

Cottage in Clermont

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

4.94 out of 5 average rating, 49 reviews

The outdoor pool area is framed by a screened enclosure, reflecting the warm lights above. The pool water shimmers softly, and a colorful beach ball rests on the surface. A glimpse of the inviting interior, including white furniture, is visible through the large windows.

Villa in Clermont

Luxury home | Lakeside Landing

5.0 out of 5 average rating, 28 reviews

The exterior of the villa features a well-maintained landscape with green grass and palm trees. The home has a light green facade, a two-car garage, and arched windows lending a welcoming appearance under a clear blue sky.

Villa in Clermont

Sunset Paradise Villa in Orlando, Disney area.

5.0 out of 5 average rating, 42 reviews

Home in Wildwood

Newest Hotspot in The Villages Eastport/Middleton”

4.9 out of 5 average rating, 73 reviews

An inviting swimming pool is surrounded by a spacious paved area. Four lounge chairs are positioned nearby, allowing for relaxation. Lush greenery and mature trees frame the scene, providing shade and enhancing the tranquil environment, encouraging outdoor enjoyment.

Home in Mount Dora

Beautiful lake house w/pool.