
Holiday rentals with a pool in Pine Hills
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Pine Hills

Total holiday rentals
Explore 40 holiday rentals in Pine Hills

Nightly prices starting at
Pine Hills holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pine Hills holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pine Hills rentals

4.5 Average rating
Pine Hills stays receive an average rating of 4.5 out of 5 from guests
Top-rated rentals with a pool in Pine Hills
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spacious Home with Pool & Hot Tub near Downtown
Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

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.

Vintage Florida Vibes House
Enjoy a peaceful & stylish getaway in this detached Guesthouse with private entrance, gardens, kitchen & pool. Sip coffee in the shade of our Oak trees. Grill out while you watch TV and cool off in the pool after a day at the parks. Sit under the stars and string lights and nestle into your cozy beds, with your own dedicated central AC unit and ceiling fans to keep you comfortable. Only 2 miles from downtown Orlando and directly off the I4 highway that takes you to every park & attraction.

Huge pool & Lakeview home | 5 Min Universal
Welcome to your ideal vacation retreat! This spacious and cozy lakefront pool house offers everything you need for a memorable family getaway. Perfectly designed for unforgettable trips with 4 BD and 2 BTH, there's plenty of room for everyone to relax. Located just minutes from Universal, Disney and SeaWorld, this house offers the perfect blend of convenience and tranquility. After a day of adventures, return to your serene lakeside retreat and create lasting memories with your loved ones.

Key West Themed Lakefront Oasis with Sailboat
Please read the entire description before booking (including "policies and rules"). This is the lower half of a large lakehouse. Enjoy a resort-like experience with a private pool, heated spa, and stunning sunsets. With a fun Key West theme, it comfortably sleeps your group and features a separate entrance for complete privacy. Enjoy an outdoor kitchen, fire pit, and even a sailboat for a unique stay. Perfect for families seeking a memorable getaway. Kayaks are included for you to explore.

Upscale King Suite • 3 Min to Universal
✨ Prime Orlando Stay Near Universal & Disney + Free Parking Clean, comfy home mins from top attractions. Quiet spot, fast to parks & outlets—perfect vacation base. 📍 Distances • 4-7 min: Universal Studios & Volcano Bay • 9 min: Premium Outlets • ~20 min: Disney World & MCO airport 🏡 Space: Modern, clean, Ideal for families/couples/business. Relax after park days. ⭐ Perks • Free parking • 800+ Mbps Wi-Fi • Sparkling clean •Self check-in Great for Universal, Disney, shopping or work trips!

Orlando Oasis in the heart of Thornton Park
The perfect Oasis located in the beautiful Historic Thornton Park, one of the safest and quietest neighborhoods in Downtown Orlando, this brand new studio apt is perfect for couples, business travelers, and families of 3. Enjoy custom cozy decor, a super-comfy queen bed, full kitchen amenities, and a private view of the pool & downtown skyline. Easily walk to great parks, restaurants, bars, shopping, and Lake Eola. 20 min to Universal. 25 min to Disney. *VIDEO TOUR* available on YouTube.

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Cozy space 5/10 universal & epic
Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

DTO Sunset View Free Parking-15 Min From Universal
Welcome to Downtown Orlando, the City Beautiful! Enjoy the space of this peaceful, high rise apartment with a beautiful sunset view. Perfect for a weekend stay with nightclubs, bars, concert venues, arenas/stadiums and many restaurants nearby. - KIA Center (7 min) - Dr. Phillips Center (6 min) - Camping World Stadium/EDC Tinker Field (7 min) - Central Florida Fairgrounds (10 min) - Orlando City Soccer Stadium (5 min) - Universal Studios (16 min)

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.

Lakeview Oasis West of Orlando magnificent sunsets
We are proud to provide a No Smoking on property listing. This Sun Kissed Lake house overlooks Starke Lake in Central Florida. Great fishing, magnificent sunsets and Disney fireworks every night . Close to Disney 19 miles & 12 miles to Universal & 14 miles to Downtown Orlando. Other activities include air boating, Cape Cape Canaveral and centrally located just 1 hour from ocean or gulf. Please NO SMOKING on premises.
Popular amenities for Pine Hills rentals with a pool
House rentals with a pool

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

The Cypress House

5 Min Universal • Amazing Pool • Huge Yard

Vivid Vintage I Stock Tank Pool + Golf & Arcade

Private pool home near Downtown

Private Pool 4/2 Waterfront Oasis Weekly Discounts

Modern Tropical House Heated Salt Pool

Year around Heated Pool 7 min from MCO Airport!
Apartment rentals with a pool

Lovely Winter Park Home close to Hospitals !

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

Location,Location 3bd 2bth near parks conv.ct/Int.

Lakefront Resort Studio -5 min to Universal

XLPatio Studio/KingBed/Universal

VCR2-402 Brand New Apartment - Convention Center

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

Luxury 2B2B APT Near Convention Center, Universal
Other holiday rentals with a pool

St. Hemingway Suite

Private Pool Oasis w/Xbox, Fireplace, Projector

Emerald Grove - Close to Disney

Recharging Lakeview Oasis w/Pool centrally located

Peaceful Family Retreat | UV Virus Protection

Swim & Chill Hideaway | Heated Pool + Fire Pit

Exquisite Luxury Home Minutes from All Theme Parks

Adventures in Orlando
When is the best time to visit Pine Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £120 | £127 | £129 | £49 | £52 | £58 | £102 | £89 | £98 | £102 | £129 | £127 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
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- Rentals with a washing machine and dryer Pine Hills
- Rentals with a firepit Pine Hills
- Rentals with outdoor seating Pine Hills
- Rentals with a patio Pine Hills
- House rentals Pine Hills
- Rentals with a fireplace Pine Hills
- Pet-friendly rentals Pine Hills
- Family-friendly rentals Pine Hills
- Rentals with pools Orange County
- Rentals with pools Florida
- Rentals with pools United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field





