Vacation rentals with a pool in DeLand

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Top-rated rentals with a pool in DeLand

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

The pool area features a large saltwater pool with a paved deck. Several white lounge chairs are arranged near the water, and the back of the property is adorned with windows that provide natural light. Lush greenery surrounds the area, enhancing the tranquil setting.

Guesthouse in Leesburg

4.98 out of 5 average rating, 392 reviews

Silver Lake Guest Pool House

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 grocery 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

Top guest favorite

A spacious outdoor area is highlighted by a swimming pool and two lounge chairs under a large umbrella. A wooden dock extends over the water in the background, while the expansive water view extends towards the horizon.

Apartment in Astor

5 out of 5 average rating, 133 reviews

Sanctuary on Lake George, Waterfront Paradise!

This is a small , fully equipped, attached Mother-in-Law apartment with a separate entrance. A waterfront paradise in the Ocala National Forest, down a 4 mile dirt road in a small neighborhood. Located on Beautiful Lake George at the mouth of the St. Johns River, a romantic getaway for two or fun small family water vacation. Close to 5 Florida Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking and Amazing sunsets!

Guest favorite

The entrance sign for Galloway Getaway Ranch is prominently displayed at the beginning of a gravel pathway. The sign features red lettering on a rustic wooden frame, with horses depicted above the name. Lush greenery and open fields are visible, creating a welcoming atmosphere.

Home in Eustis

4.94 out of 5 average rating, 141 reviews

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!

Guest favorite

A screened patio surrounds a refreshing pool, featuring a slide and a small swimming area. Several blue chairs surround a table, offering a space for outdoor dining. Lush trees provide a natural backdrop, enhancing the tranquil outdoor setting.

Home in Apopka

4.88 out of 5 average rating, 153 reviews

Country Pool home on 2 acres-30 minutes to Disney

Relax with friends and family at this country pool home just northwest of Orlando and all of the attractions! 30 minutes to Disney and Universal Studios. 10 minutes to Historic Mount Dora. 8 minutes to Kelly Park/Rock Springs Run. One hour to Daytona Beach. What a great location and place to stay to explore Central Florida! Pets are welcome! 3 queen beds & couch **The hot tub you might see in a photo is not advertised because it is not operational. The pool is very refreshing but not heated.

Top guest favorite

A spacious swimming pool is surrounded by a tiled patio, with lounge chairs placed nearby. Lush green lawns and trees frame the area, offering views of the tranquil lake in the background. A shaded pavilion is visible to one side, providing a relaxing outdoor space.

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 360 reviews

St. Augustine suite

Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

Superhost

A secluded saltwater pool is surrounded by a privacy fence, featuring a smooth entry ladder and colorful beach balls floating on the water's surface. Relaxing lounge chairs are positioned along the poolside, inviting enjoyment under the sun.

Home in DeLand

4.81 out of 5 average rating, 151 reviews

Spacious House, Private Salt Pool, Near Downtown

CENTRAL FLORIDA HUB ♡ ▪︎ 5 minutes from downtown Deland and Stetson University. ▪︎ 10 minutes from DeLeon and Blue springs. ▪︎ 30 minutes from Daytona and New Smyrna beach. ▪︎ 1 hour from Orlando, Disney World, Sea World, Universal Studios, Islands of Adventure, Valcano Bay, Wet 'n Wild, Discovery Cove, Gatorland, WonderWorks, Aquatica, Cocoa beach, and St. Augustine. ▪︎ 2 hours from Tampa, Jacksonville, and Gainesville. ▪︎ 4 hours from Tallahassee, Fort Lauderdale, and Miami beach.

Guest favorite

A private, screened-in pool is visible, featuring a clear blue water surface and surrounding tiled edges. The pool area is enclosed, providing a tranquil atmosphere with natural light filtering into the space. A ladder is present for easy access to the water.

Home in Sanford

4.87 out of 5 average rating, 247 reviews

Private Pool 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!

Top guest favorite

A spacious pool area is enclosed by a screen, providing a comfortable setting. The calm water of the pool reflects the surrounding greenery, with palm trees visible in the background. The pool deck features tiled flooring, ensuring a tidy appearance.

Guesthouse in DeLand

4.97 out of 5 average rating, 106 reviews

The Glass-Flower Cottage

This romantic cottage is perfect for some much-needed relaxation. Your private fenced-in yard has its own outdoor dining area, charcoal grill, paver walkway, and fire chiminea. Nicely located within 2 miles of Historic Downtown Deland, there are numerous unique shops, exquisite eateries, and exciting nightlife nearby. The famous Daytona Beach and Daytona 500 Speedway are 21-25 miles away. Enjoy a cup of coffee and relax a while. Don’t see availability, check out our other places!

Superhost

A ferrocement boat with a sleek white exterior is docked beside a yellow house. A covered deck extends along the front, while greenery frames the scene. The boat’s distinctive shape is visible against the calm water, with a railing leading to the dock providing access.

Boat in Sanford

4.91 out of 5 average rating, 317 reviews

Unique Concrete House Boat!!! NO CLEANING FEES!!!

This ferrocement boat was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

Top guest favorite

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.

Guest suite in Orange City

4.94 out of 5 average rating, 114 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. :)

Superhost

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

4.89 out of 5 average rating, 262 reviews

Gated community XL pool Home 2500sq/f

Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

Top guest favorite

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

4.98 out of 5 average rating, 193 reviews

Floating Cottage - Summer/Fall Rates Reduced

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.