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

Adult-Only Getaway w/ Mermaid Pool | 18+, Private
🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Spectacular Waterfront Home in Winter Haven
Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Bamboo Bus -Sauna/Pool/Fire pit/Grill
Bamboo Bus is a unique, romantic and tranquil spa like getaway, perfect for relaxing with your significant other, family or friends. Enjoy the pool, unwind in the barrel sauna, grill your favorite meals and gather around the fire pit for s’mores under the stars. Located less than a mile from Lake Pierce, bring your kayaks and explore nearby lakes and state parks. Just 20 mins to LEGOLAND and 50 mins to Disney, it’s the perfect peaceful escape with easy access to Central Florida attractions.

Spectacular sunset villa, stunning saltwater pool
Stunning sunset villa. Spectacular saltwater pool & spa. On the safe secure Highlands Reserve golf course . Beautiful conservation & golf course views. Luxury bespoke villa with 3 large bedrooms 2 bathrooms & occasional sofa bed in den. Fabulous deck ,private outlook . Walking distance Public,shops,restaurants or 5 min drive.15 mins Disney ,35 universal. Pool/Spa heat advised Oct/ April at an additional cost. There is a ring door bell at the property. NO EV charging allowed at the property

Luxury Tropical Themed Villa With Lake View!
Just a half-hour from Disney and other major theme parks, this beautiful Tropical style home has a sunset lake view and was recently renovated with brand new furniture! The house resides comfortably in a gated community with 4 bedrooms and 3 bathrooms in a 2-story, 1700 square foot tropical setting! A private heated pool and Tesla charging is also accessible at the home. The Southern Dunes community boasts a large public golf course within a few minutes walk through the neighborhood!

Breathtaking Home
New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

Magical 2 pool-Spa & Game Room Villa near “Disney”
Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

Legoland Lakehouse Canoe & Kayak Retreat
Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Lake View, Game Room, 10 min Legoland
Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor games designed w/ family fun in mind! Only 3 min to charming downtown Winter Haven shopping & restaurants, 10 min to Legoland, 30 min to historic downtown Lakeland, & conveniently located between Tampa & Orlando (45 min to Disney & just 60 min to Tampa). We can't wait for you to enjoy the beautiful lakes of Winter Haven at The Elby!

Beautiful 3BR Home Heated Pool | Ping-Pong |Disney
Relax with the whole family at this peaceful house in Davenport, just miles from Disney World Orlando Florida Theme Parks, Universal Studios, Sea World and Legoland. Enjoy our PRIVATE POOL with optional WATER HEATER. 3 bedrooms, 2 bathrooms, fully equipped kitchen, Smart TV's and strong Wi-Fi all around the house. Enjoy our Garage Games Room with Indoor Basketball and Ping-Pong Table. Close to ChampionsGate, Restaurants & Retail stores.
Popular amenities for Polk County rentals with a pool
House rentals with a pool

Lake Whistler Beach House with lakefront pool

Waterfront Wizarding Near Universal's Harry Potter

Relaxing Lakefront Escape • Pool + 150” Theater

*Luxurious Paradise Mansion: Pool, Spa & Cinema

Little Castle on the canal on lake Arietta

Winter Haven Waterfront Retreat

Fantastic Water Front Home on the Chain of Lakes

Lake Front! Spacious Home w/heated pool & kayaks
Condo rentals with a pool

Waterpark View, MickeyTheme 3BR Near Disney 1039

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Stylish Condo 20 mins to Disney/King Bed

Marriott Sabal Palms 2BD Villa

A luxurious living just 15 min/Disney

Chic Disney Resort Condo • Pool Access Near Parks

Fabulous condo-Bahama Bay Resort, Close to Disney

Magic Condo at a Resort Near Disney
Other holiday rentals with a pool

7 BR Galactic Favorite Davenport

2026 Themed NEW 08 Bedrooms At Solara Resort

7 BD/ 7 BA/ Solara Resort (2327 SR)

Gorgeous 5BR at Encore Resort next to Disney - 305

Amazing 3 bedroom getaway

Sunny Escape with Pool Near Legoland and Disney!

Lakefront home w/heated pool minutes from Legoland

The Bradley
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Old Town
- Amalie Arena
- ESPN Wide World of Sports
- Tampa Convention Center
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- University of South Florida
- Hard Rock Casino
- Tinker Field
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- Art and culture Polk County
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