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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Guest favorite

A heated pool is enclosed in a screened lanai, featuring a modern design with clear water reflecting evening lights. Surrounding areas are adorned with soft lighting, enhancing the relaxing ambiance. The pool deck is finished in smooth tiles, providing ample space for lounging.

Home in The Villages

4.95 out of 5 average rating, 122 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Guest favorite

Home in Kissimmee

4.92 out of 5 average rating, 117 reviews

#5744 LakeFront Two Master Suites Pool Spa Disney

Come & Relax in the beautiful Florida sunshine and enjoy all the conveniences this renovated house offers.The private home is located inside the famous Regal Oaks Resort, so you can use all the resort amenities at no extra charge! The best part - Disney World and other attractions are just a short drive away, making it perfect for families and fun lovers alike. 5 Min Walk to Old Town 8 Min Drive to Disney World 20 Min Drive to Universal Studios Experience Kissimmee With Us & Learn More Below!

Superhost

A large swimming pool is framed by a spacious yard enclosed by a white fence. A shaded seating area is visible to the left under a wooden structure, complemented by various potted plants. Green trees provide natural shade, enhancing the outdoor space.

Guesthouse in Deltona Lakes

4.85 out of 5 average rating, 55 reviews

Modern pool rental/Spring/Disney/Beach

A truly beautiful modern relaxing and fun oasis conveniently located near highway airport bike trails springs beach & city Brand new independent unit with access to pool, games, amazing yard for any events and just 5 minutes from the nearest spring and boat ramp to Lake Monroe 35 min to Daytona 45 min to theme parks (Disney, SeaWorld, Universal) Stay in a brand new vacation unit with full kitchen, sleeping space for 3, full modern walk in jet shower and all the goodies to enjoy the pool/spings

Top guest favorite

A private heated pool is surrounded by a screened enclosure, featuring comfortable lounge chairs with a vibrant pattern. Lush green grass and trees are visible beyond the pool area, creating a serene outdoor setting with ample natural light.

Home in Kissimmee

4.95 out of 5 average rating, 152 reviews

4 bedroom, south facing pool 3 miles to Disney

Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

Guest favorite

A private backyard features a pool and hot tub surrounded by lush greenery and palm trees. Lounge seating is positioned nearby, offering a relaxed atmosphere. A vibrant blue floating ball adds a pop of color to the clear water. Sunlight illuminates the space, enhancing its tranquil appeal.

Home in New Smyrna Beach

4.89 out of 5 average rating, 151 reviews

Private Pool & Hot Tub - Walk to Flagler Ave

Enjoy one of New Smyrna's very few rentals that offer a Private Pool and Hot Tub in the Heart of New Smyrna Beach. The back yard offers a private and peaceful setting to enjoy the Pool &Hot Tub. Great Location, Walk to Flagler Ave, where all the restaurants, shops and bars are located. Beach access is less than a 2 minute walk, just across the street. Beach chairs, towels, umbrellas, and a cooler are at the house for use. We have multiple units please contact host if you have a big group.

Guest favorite

A single-story home features a pale yellow exterior with arched windows and a decorative front entry. Lush green landscaping surrounds the property, and a driveway leads to a two-car garage. The neighborhood boasts a sunny sky with scattered clouds.

Home in Clermont

4.86 out of 5 average rating, 44 reviews

Lake Vista Getaway

You will enjoy easy access to everything from this place, yet located in a more residential area away from the busiest traffic! Convenient to Disney - 8 miles from property, minutes away from beautiful Lake Louisa, fun spots for outings like Island H2O, shopping galore and dining at the new Margaritaville resort... this spacious home will give you opportunities for togetherness, relaxation, recharging and soaking up the sun! Our home has a community pool and gym for use. NO MAIL ACCEPTED

Top guest favorite

A spacious screened-in pool area features a clear blue pool surrounded by several lounge chairs and floatation devices. Sunlight reflects off the water, creating a serene atmosphere. The patio is enclosed, providing privacy and comfort for relaxation.

Home in Kissimmee

4.93 out of 5 average rating, 41 reviews

3 BR Private Pool Home 5 miles from Disney

Beautiful 3 bedroom Pool Home. It's located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions. This home has one of the largest screened in pool areas in the neighborhood, along with complete privacy! Everyone will love the large game room with air conditioning. New 4K TVs installed in all rooms. This property has been listed on another website and has a 5 star average with 77 reviews. Free Pool and Spa Heat along with Gas Grill are offered.

Guest favorite

The private pool area is enclosed by a screen, featuring a clear blue pool with steps leading in. Surrounding greenery and a view of the lake are visible, with a landscaped border enhancing the tranquil outdoor space.

Home in The Villages

4.93 out of 5 average rating, 27 reviews

Private Pool, Lake View, & Golf Cart! 2 King Beds

GET IT ALL - Pool, Golf Cart & Lake View! Located in the Village of Palo Alto, this vacation home is nestled on a quiet street and backs up to a lake. Newly renovated, it has 3 bedrooms and 2 baths, and updated furnishings. It features a sparkling private pool and spacious lanai area. It's centrally located between the town squares of Spanish Springs and Lake Sumter Landing. Your rejuvenating vacation awaits. Book it today! No cats. Dogs under 20 lbs allowed with pet fee.

Superhost

Home in Orlando

4.71 out of 5 average rating, 82 reviews

Rare Heated Pool House close to Downtown Orlando

Spacious ans stylish pool home close to downtown Orlando. Home is accessible to Many major highways including 408, I4, 429, turnpike and only 12 minutes from the Universe Studio. Regardless of long-term or short-term you will have an forgettable experience at this Luxurious pool home with a large patio equip with television outside. You can get the pool heated for an extra charge. Many restaurants and attractions nearby.

Superhost

A spacious pool area is enclosed by a screened-in lanai, showcasing a clear pool with a white deck. Nearby, a seating area is positioned beside the pool, offering a serene view of the surrounding green space.

Home in Kissimmee

4.82 out of 5 average rating, 116 reviews

Pool House in Kissimmee

Quiet and spacious pool house in Kissimmee Florida, 20 minute away from Disney / Universal / Acquatica / SeaWorld theme parks. - 4 bedrooms - 2 bathrooms - Dining Room - Family Room - Kitchen - Double car garage - BBQ - Pool (heater optional) - Security Cameras Outside Only - WiFi 400 MBPS Pool Heater: If you want to use the heater please contact owner This will be your best vacation stay in Kissimmee / Orlando.

Guest favorite

A modern home features a sparkling pool surrounded by lounge chairs and shaded seating areas. The exterior showcases a neat two-story design with light-colored siding and landscaped greenery. Interior views include a fully equipped kitchen with stainless steel appliances and a cozy bedroom with a large bed and natural light.

Home in Kissimmee

4.95 out of 5 average rating, 21 reviews

Beautiful Gated Home near Disney and Universal

Unwind at this beautiful modern home near all the attractions in a quiet and gated exclusive neighborhood. This modern designed home will surely leave an everlasting impression and elevate your vacation experience. Enjoy the secluded pool and hot tub available only to guests of the small gated neighborhood. Ask about our exclusive theme park discounts.

Guest favorite

Townhouse in Kissimmee

4.89 out of 5 average rating, 315 reviews

Private home w/pool.Close to Disney. Great value!

Great location! Less than 5 miles from Disney! We are a quiet community of families. Let's keep the relaxing vibes going by keeping the noise to a minimum. We can not accommodate parties. Smoking and vaping are only permitted outside. $1,000 fee will be charged by cleaners for breaking this rule.