Vacation rentals with a pool in DeLand

Guesthouse in Port Orange

A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.

4.94 out of 5 average rating, 376 reviews

Relaxing Tropical Pool Get Away Suite

Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

4.98 out of 5 average rating, 417 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.

Guesthouse 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 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

4.87 out of 5 average rating, 593 reviews

A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.

Bungalow in Maitland

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

4.91 out of 5 average rating, 164 reviews

A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.

Home in Orlando

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Oct-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞65in Smart TV with Netflix in TV room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Pool Lounge Floats ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

Guest suite in Altamonte Springs

A serene pool area features a clear blue pool surrounded by elegant tile flooring. Comfortable lounge chairs are arranged around the pool, providing ample space for relaxation. Potted plants add a touch of greenery to the setting, contributing to a calming atmosphere.

4.96 out of 5 average rating, 370 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

5 out of 5 average rating, 134 reviews

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

Sanctuary on Lake George, Waterfront Paradise!

This is a small , attached Mother-in-Law apartment with a separate entrance. Best suited for a family. 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 5 Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking Amazing sunsets!

Superhost

A well-lit studio condo includes a spacious bed adorned with a white quilt and decorative pillows. Coastal-themed artwork is displayed above the bed, and a small desk is positioned beside it. A modern bathroom area with a mirror and sink is visible in the background.

4.82 out of 5 average rating, 146 reviews

Beach Daze Hide~away~ Studio Condo near the Beach

Welcome to the worlds most famous Beach! Updated Boho Beach Studio Condo by the ocean. Condo sleeps two with a Queen size bed, a kitchenette, and tub/shower combo. Property offers a outdoor pool, an indoor pool, a game room, and gated beach access. Daytona boasts miles of pristine sand, sun, and saltwater.. right outside the resort. Enjoy views of the Atlantic Ocean while relaxing poolside. Then spend your evenings taking a stroll as the sun sets in Paradise. ~ See Amenity details.

Guest suite in Orange City

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.

4.95 out of 5 average rating, 129 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. :)

A light-filled living area features a soft blue couch paired with a wooden coffee table. Decorative artwork adorns the wall, and a ceiling fan provides ventilation. The open layout offers a view into a dining area with a table and chairs in the background.

4.9 out of 5 average rating, 115 reviews

Heated Pool * Balcony * Steps To The Beach

Breathtaking design, views, and location. This condo provides all the pleasure for your next vacation getaway! Relax in this gorgeous condo beautifully decorated with a blend of modern and cozy furniture for a luxurious yet charming atmosphere. This is the perfect place to escape reality and take in the salty coastal air. Don't stress about what to bring. We provide chairs, umbrellas, beach toys and towels. You may spend days or even weeks at the beach with everything we offer!

4.98 out of 5 average rating, 130 reviews

Home in Orange City

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

4.88 out of 5 average rating, 112 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 Lake Mary

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

4.98 out of 5 average rating, 195 reviews

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

Enjoy the Magic - Floating Cottage on the River

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.

Popular amenities for DeLand rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 152 reviews

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

Home in Orlando

3 BR/2BA Home w Private Pool~12 min to Airport!

4.96 out of 5 average rating, 114 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

4.9 out of 5 average rating, 272 reviews

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

Gated community XL pool Home 2500sq/f

4.99 out of 5 average rating, 117 reviews

A modern farmhouse is showcased against a bright blue sky, framed by lush greenery and vibrant flower beds. The entrance features large arched windows and a welcoming front door, while palm trees add a tropical touch to the landscape.

Home in Apopka

Rate Discount~ Pool~Private Country Retreat

4.9 out of 5 average rating, 163 reviews

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

Private Pool & Hot Tub - Walk to Flagler Ave

4.88 out of 5 average rating, 231 reviews

A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.

Home in Orlando

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

4.86 out of 5 average rating, 140 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!

4.86 out of 5 average rating, 103 reviews

The image captures a view of a screened-in pool area. A blue saltwater pool is visible, surrounded by a white deck and equipped with a pink floating device. Lounge chairs and an umbrella are positioned nearby, offering a relaxing outdoor space.

Home in Edgewater

Pool, short drive to Flagler Ave and Canal St.

Condo rentals with a pool

Superhost

A wide view of the ocean reveals gentle waves lapping against the soft, sandy beach. The horizon showcases a clear blue sky dotted with a few clouds, creating a serene coastal landscape. The beach area is uncluttered, allowing for tranquil beach activities.

Condo in Ormond Beach

4.86 out of 5 average rating, 245 reviews

Beachfront Condo with heated pool and epic view

Condo in New Smyrna Beach

A comfortable living area features a gray sofa positioned across from a light wooden coffee table. Natural light filters in through sliding glass doors that open to a patio. A small dining set is visible in the background, enhancing the space's functionality.

4.93 out of 5 average rating, 110 reviews

The Dancing Whale Condo @ Coronado Arms

A private balcony offers views of the shared pool area surrounded by palm trees. Sunlight brightens the space, highlighting a comfortable chair and the well-maintained grounds below. The inviting atmosphere allows for relaxation while enjoying the warm ocean breeze.

4.96 out of 5 average rating, 112 reviews

Beachfront | Ocean View | Heated Pool

The living area features a spiral staircase leading to a loft above. A large fish mount is displayed on the vaulted wall, while a dining area with wicker chairs is visible. A white sofa is positioned on a patterned rug, accented by a floor lamp.

4.97 out of 5 average rating, 293 reviews

Lexi's Beach Loft

A well-appointed bedroom features a large wooden bed with a red, black, and white patterned comforter. A matching dresser and mirror complement the decor. A television is mounted on the wall, and bedside lamps provide soft lighting. The room is accented with colorful wall art against a dual-tone wall.

4.78 out of 5 average rating, 245 reviews

The Ocean Stirs The Heart

Superhost

A modern studio space features a spacious bed with crisp linens and decorative pillows, complemented by a cozy sofa. A large mural of a beach scene enhances the ambiance. The kitchen area is equipped with essential appliances, and a dining table for two is also present.

4.94 out of 5 average rating, 114 reviews

Escape To The Beach~Pool~Kitchen~Sleeps 3~Parking

A bright, airy studio features a spacious bed covered with a light quilt, complemented by a cozy seating area with a teal sofa. A small dining table is positioned near a window that offers natural light, while a kitchenette with essential appliances is visible in the corner.

4.89 out of 5 average rating, 154 reviews

A Romantic Hideout Sea and City Views

A dedicated pathway leads from a sandy area to the beach, flanked by greenery and palm trees. The ocean is visible in the distance under a clear blue sky, complemented by scattered clouds. The pathway features wooden railings on either side.

4.99 out of 5 average rating, 118 reviews

Sea Woods Condo Near Pool and Beach | Bottom floor

Other vacation rentals with a pool

4.98 out of 5 average rating, 41 reviews

A cozy bedroom features a spacious bed with a light-colored blanket draped over it. Green walls create a calming atmosphere, complemented by decorative wall art. A large window allows natural light to filter in, while a small plant and rug add warmth to the space.

Apartment in Port Orange

Relaxing Poolside Apartment

4.94 out of 5 average rating, 17 reviews

A spacious living room features comfortable seating arranged around a central coffee table. Large sliding doors open to an outdoor area, while bright, natural light illuminates the room. Modern appliances and a dining area are visible in the background, enhancing the inviting atmosphere.

Home in Deltona

Relaxing Stay with Private Pool/ Near Orlando

4.87 out of 5 average rating, 84 reviews

Large windows provide views of the marina, showcasing docked boats and water reflections. A wall-mounted air conditioning unit is visible, while a grill is placed near the counter. A cozy yellow blanket rests on a seating area, enhancing the inviting interior.

Houseboat in Sanford

Boat Tree Marina Floating Home Sanford

4.89 out of 5 average rating, 62 reviews

A comfortable living area features a large sectional sofa positioned around a textured area rug. Light streams through a large window adorned with curtains. A stylish clock is mounted on the wall, and a ceiling fan provides ventilation. An inviting entrance is visible in the background.

Home in Orange City

updated home with pool

4.9 out of 5 average rating, 30 reviews

A wooden dock extends into the St. John's River, bordered by green grass and potted plants. A small seating area with a single chair is highlighted by a serene view of the water, complemented by lush trees in the background and a partly cloudy sky.

Guest suite in Astor

The River Studio

4.98 out of 5 average rating, 46 reviews

A Jayco camper is parked beside a residential structure, featuring a compact design with a lightweight exterior. The connection for water and electrical supply is visible at the front, and a small patch of grass is present in the foreground.

Camper/RV in Deltona

great affordable place to stay no heated pool

4.99 out of 5 average rating, 67 reviews

A tranquil pond is featured with a central fountain, creating gentle ripples on the water's surface. Lush green grass and trees frame the scene, while a white fence outlines the pond area. Bright blue skies with scattered clouds provide a serene backdrop.

Cottage in Orange City

Lakefront Cottage 1-bedroom