
Holiday rentals with a pool in Groveland
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Top-rated rentals with a pool in Groveland
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Tiny Hamptons | No Pet Fees | Main Floor Bed
A Masterclass in Luxury Tiny Living Welcome to the "Bridgehampton"— model by Tiny Hamptons LLC. As professional luxury tiny home builders, we designed this space to prove that downsizing doesn't mean compromising. Unlike standard DIY rentals, this home features master-grade craftsmanship, from custom cabinetry to premium quartz finishes. Whether you're here for a 'test drive' before building your own or just a high-end Clermont getaway, you’re staying in a professionally engineered work of art.
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!

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.

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

Cute N Cozy Villa near Disney, pool, Wi-Fi
Welcome to our Cute N Cozy villa, located in the beautiful Vacation Village community in Clermont, FL! This clean and beautifully updated 2 bed/2 bath, family friendly villa sleeps 6 and has all you need for an enjoyable getaway. Community amenities include an Olympic size heated pool, tennis/pickle ball courts, basketball, shuffle board, playgrounds, and lake access to Lake Louisa. Located approximately 25 minutes to Walt Disney World and conveniently located to other major theme parks.

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.

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.

Safari themed private addition with pool/hot tub.
This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

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 - $40 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}

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.

Spacious Bungalow with Pool and Courtyard
Whether you seek relaxation or adventure, this house offers the best of both worlds! Relax in this spacious bungalow with a courtyard, pool, hot tub, and fire pit! Take a short walk to downtown Clermont and discover the charming shops, restaurants, and breweries! Explore the sights and attractions that Central Florida has to offer! Whether you crave the vibrancy of downtown or the tranquility of your own oasis, this property offers the best of both worlds!

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 Groveland rentals with a pool
House rentals with a pool

Villages-Waterfrnt, 3 king bds/2.5Ba+golf crt

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

Entire clean comfortable house

Hope House- Vacation Village 1 Bedroom with Loft

Pool House Near Eastport and Middleton

Sunset Oasis - 3/2 w/ Pool & Golf Cart

Sawmill Ranch

Eden Escape Suite, Lake Harris, Florida
Apartment rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

LOFT style 5/10 mins Universal & Epic

No Cleaning fee - 3 bed 3 full bath near Disney

A luxurious living just 15 min/Disney!

Penthouse Lakeview Minutes to Disney/ Universal

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

Private Rooftop Suite! No resort fees!

Waterfront Condo minutes to Disney & Universal
Other holiday rentals with a pool

Comfy 4BR near Disney/pool and Hottub

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Sunset Paradise Villa in Orlando, Disney area.

Luxury home with a pool and 3 bedroom

2026 NEW Themed 05 Bedrooms At Windsor Cay

Slice of Paradise! Great location in The Villages!

25 mins to Disney, private with spectacular views!

The Villages, Heated Pool Walk to Sawgrass
When is the best time to visit Groveland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 264 | € 266 | € 277 | € 188 | € 183 | € 169 | € 169 | € 167 | € 166 | € 184 | € 175 | € 244 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a pool in Groveland

Total holiday rentals
Explore 40 holiday rentals in Groveland

Nightly prices starting at
Groveland holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Groveland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Groveland rentals

4.8 Average rating
Groveland stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Groveland
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- Waterfront rentals Groveland
- Pet-friendly rentals Groveland
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- Family-friendly rentals Groveland
- Rentals with a hot tub Groveland
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- Rentals with pools Lake County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club





