Holiday rentals with a pool in Goldenrod

4.92 out of 5 average rating, 467 reviews

Two sparkling glasses filled with a bright orange beverage are placed by the edge of a non-heated swimming pool. The pool area is surrounded by lush greenery and light stone walls, offering a serene outdoor retreat.

Guest suite in Oviedo

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Cozy 2 bedroom guest suite (700 sq ft) connected to host's primary residence but has its own entrance and there is no shared spaces inside. Living room, 2 separate bedrooms and a full size shower. Amenities include a coffee bar, mini fridge, microwave, TV, Wifi and access to non-heated swimming pool. Host primary residence does overlook the pool area. Listing does not include a full kitchen. Central to everything: UCF: 5 miles MCO Airport: 25 miles Sanford Airport: 11 miles Disney: 40 miles

Superhost

An outdoor space features a large pool surrounded by a patio area. Comfortable seating and an umbrella are positioned under a shaded area. Lush greenery lines the back and sides, providing privacy, while the main house showcases a welcoming design with large doors leading out to the pool.

4.85 out of 5 average rating, 124 reviews

Charming Retreat In Winter Park

“Welcome to our renovated Winter Park home! This modern one-story property features 3 bedrooms plus a loft, comfortably sleeping 6 guests. Enjoy the large backyard with an extra-large pool and outdoor shower. Conveniently located near Orlando’s attractions, including Disney And Universal Studios as well as Rollins Collage and the Kia Center. Indulge in over 60 restaurants with in 10 min. Winter Park Village and Park Ave. Shopping. Experience comfort and style in this charming Florida retreat!”

4.98 out of 5 average rating, 135 reviews

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

Guest house in Orlando

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

4.93 out of 5 average rating, 133 reviews

A refreshing pool is captured, with sunlight sparkling on the water's surface. The stone-accented summer kitchen with a wooden pergola is visible in the background, along with plants and seating, creating a relaxed outdoor setting.

Home in Casselberry

Villa with Guest House & Pool-Patio

Welcome to this Amazing House Pool-Patio with 4 Bedrooms + 2 Bathrooms and optional guest house to complete the 10 guests. True gem with covered summer kitchen, covered pergola, garage for two cars and a large driveway. 30 Minutes distance to Universal, Sea World, Volcano Bay and others. UCF in 15 minutes and Daytona beach/Cape Canaveral in 50’. Great restaurants and shops. The house is conveniently located for all attractions in Central Orlando. Airport is 25 minutes. SAFE NEIGHBORHOOD

4.95 out of 5 average rating, 184 reviews

A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.

Home in Maitland

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

4.98 out of 5 average rating, 133 reviews

A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.

Home in Longwood

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

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.

4.91 out of 5 average rating, 173 reviews

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-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 ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

4.99 out of 5 average rating, 194 reviews

A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.

Guest house in Orlando

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

4.84 out of 5 average rating, 125 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Apartment in Winter Park

Lovely Winter Park Home close to Hospitals !

Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

4.98 out of 5 average rating, 177 reviews

A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.

Home in Sanford

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

4.91 out of 5 average rating, 164 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

The private pool is surrounded by a spacious patio, featuring a gentle curve and inviting turquoise water. A covered dock is visible in the background, with lush greenery and a fence enhancing the outdoor space.

4.97 out of 5 average rating, 117 reviews

Private Pool 4/2 Waterfront Oasis Weekly Discounts

Newly remodeled 4/2 waterfront home with private pool and relaxing dock, single family house located in East Orlando Florida, close to Siemens, Lockheed Martin, the University of Central Florida (UCF), Rollins College, Full Sail University, Valencia Community College, Winter Park, Central Florida Research Park and Quadrangle and major attractions Walt Disney World and Universal Studios, highways and beaches.

Popular amenities for Goldenrod rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A refreshing pool is surrounded by a stone patio, featuring a spa and tiled accents. Sunlight creates a shimmering pattern on the water's surface, while shadows from trees add depth to the serene outdoor setting.

4.87 out of 5 average rating, 30 reviews

Gem Vacation Winter Park

The kitchen is equipped with modern appliances, including a stainless steel oven and refrigerator. A granite countertops provide ample space for meal preparation. Decorative wall art and pendant lights add visual interest, while a dining area with a desk can be seen in the background.

4.91 out of 5 average rating, 82 reviews

Winter Park Citrus Escape

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.

4.96 out of 5 average rating, 94 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.94 out of 5 average rating, 144 reviews

Villa Resort Club

A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.

4.86 out of 5 average rating, 96 reviews

Recharging Lakeview Oasis w/Pool centrally located

4.91 out of 5 average rating, 106 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

A single-story home is depicted with a light-colored facade and dark trim. The front features a large garage door and landscaped greenery, including shrubs and trees. A well-maintained lawn complements the welcoming appearance of the house under a partly cloudy sky.

4.92 out of 5 average rating, 92 reviews

Spacious & lovely 3 bedroom Winter Park home

4.94 out of 5 average rating, 67 reviews

The living area features a large flat-screen television mounted on a textured wall. A round mirror and console table add a modern touch. Soft lighting illuminates the space, creating a welcoming environment for relaxation. Neutral tones are complemented by a geometric patterned area rug.

Home in Winter Springs

Cozy Poolside Escape

Apartment rentals with a pool

4.95 out of 5 average rating, 170 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

4.83 out of 5 average rating, 140 reviews

Cozy space 5/10 universal & epic

4.75 out of 5 average rating, 102 reviews

A private balcony features red lounge chairs positioned beside a glass-topped table. Lush greenery and palm trees provide a tropical backdrop, while fluffy clouds drift across a bright blue sky, enhancing the peaceful outdoor space.

Apartment

3BR Condo w Resort Perks near Epic Universe!

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 120 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.98 out of 5 average rating, 131 reviews

Disney Area Updated Lake View Orlando Resort Condo

A spacious living area features a comfortable sectional sofa facing a modern coffee table. Bar stool seating surrounds the kitchen island, with stainless steel appliances visible in the background. Soft lighting and a nautical-themed artwork enhance the room's welcoming ambiance.

4.88 out of 5 average rating, 307 reviews

Spacious 1King/2Bath w/stunning lake view

4.91 out of 5 average rating, 153 reviews

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

Apartment in Kissimmee

Modern Condo with Lake View Near Disney 3151

A spacious terrace features comfortable lounge chairs with blue cushions and a stylish hanging chair. A small table accompanies two chairs, providing a perfect spot for relaxation. An umbrella offers shade, while the expansive view overlooks the surrounding area, enhancing the outdoor experience.

4.87 out of 5 average rating, 556 reviews

Lakefront Studio •Private Terrace• near Universal

Other holiday rentals with a pool

4.94 out of 5 average rating, 16 reviews

Home in Azalea Park

Cozy retreat

Flat in Central Business District

5 out of 5 average rating, 17 reviews

Stylish Downtown King Suite | Luxury Stay w/ Pool

4.98 out of 5 average rating, 42 reviews

A shared private pool area features a clear blue pool surrounded by light-colored paving stones. Palm trees and green foliage are visible in the background, with a serene lake reflecting the sky. Lounge chairs are arranged nearby, providing a relaxing outdoor space.

Guest house in Orlando

Lakeside Palm Escape

Guest house in Winter Park

4.97 out of 5 average rating, 78 reviews

Relax, Soak & Unwind • Glamping Poolside Oasis

5 out of 5 average rating, 6 reviews

Flat in Winter Garden

Luxury 2BR | Pool, Gym, Near Disney

A private backyard oasis showcases a heated pool framed by a spacious patio. Lush palm trees provide some shade while colorful floaties rest on the water’s surface. A clean, fenced area ensures privacy for relaxation or recreation under a clear blue sky.

4.93 out of 5 average rating, 67 reviews

Dream pool magazine home city center/parks/DT

4.98 out of 5 average rating, 46 reviews

A hot tub is positioned beside a gazebo, with comfortable seating and decorative lighting. Lounge chairs are arranged around a spacious pool deck, surrounded by green foliage and palm trees. The evening sky is visible in the background, creating a tranquil outdoor environment.

Home in Casselberry

Wana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ

The exterior of a single-story home is shown, featuring a well-manicured lawn with lush green grass. A driveway leads up to the home, which has a stone accent facade and large front windows. A parked black vehicle is visible in the driveway, with mature trees providing shade.