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

Beautiful Villa/Golf Retreat between Orlando&Tampa
Your home away from home! Welcome to your tranquil retreat in the heart of a golf course! 37 miles to Disney, 39 miles to Tampa and 8 miles to Tigertown! Perfect location to visit charming downtown Lakeland and midway between Tampa and Orlando! Community pool, jacuzzi, tennis court & gym access included (1 block away). **PLEASE NOTE**This is a 100% NON-SMOKING/VAPING AND NON-ANIMAL household. This includes service/support animals of any kind due to pet dander allergies in the immediate family.

Updated home with heated & screened in pool
Recently renovated from top to bottom. The bedrooms have a king, queen, and bunk beds. Have a movie night with the 4k projector on the 125 inch screen and a Dolby Atmos soundbar. Cool off and away from bugs in the screened in heated/cooled pool that goes from 3 to 6 feet deep, then relax on the patio furniture. Newly landscaped spacious back yard. Quiet neighborhood so absolutely no parties. Centrally located between Tampa & Orlando. Theme parks, beaches and so much more within an hour or two.

Oak Loop Oasis (Condo and Community Pool)
Welcome to our modern two-bedroom condo, the perfect vacation rental for a group of 4. Your stay here promises relaxation and family fun! The bright and airy living space embodies a coastal charm. The pool area has loungers and umbrellas, allowing you to unwind. For those who love to grill, the community grills provide an opportunity to showcase and savor delicious grilled meals with friends & family. Imagine gathering around the pool, sharing laughter & stories as you create lasting memories.

Charming Tiny House on 5 acres with POOL/ HOT TUB
Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

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)

Beautiful Family Home w/Heated Pool
Bring your whole family to this relaxing, luxurious, pool home located in beautiful Lakeland. Your family will be close to everything when you stay at this centrally-located place. Plenty of beds for everyone to have their own space. Enjoy your evenings by the pool or fire pit. Whether you are going to the East or West coast beaches, you are within 1.5hr, as well as all the theme parks here in central Florida. (Disney, Legoland, Busch Gardens, Universal, Sea World, etc...)

Private Poolside Villa
Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. The apartment is behind my personal home with no connecting doors. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

TRENDY TOWNHOME *Btw beach & Disney+ smart TVs*
The BEST home and BEST service in the state of Florida. Modern, trendy townhome right off highway I-4 between Disney and Gulf Beaches! 3 bed, 2.5 bath townhome. 3 smart Tv’s to make your vacation that much more relaxing. And newly renovated kitchen, stocked with every appliance for short or long term stays. You won't find a better place in lakeland whether you are hosting a couples getaway, traveling for work, or vacationing with your family!

Bamboo Bus -Sauna/ Pool/Fire pit/Grill
Take it easy at this unique, romantic and tranquil spa like getaway. Come and enjoy a piece of heaven with friends and family. Take a soak on the pool, Relax at the barrel sauna, fire up the grill, make some smores on the fire, sit back and relax. Close to lakes and state parks. Bring your kayaks to have a great day at Lake Pierce less than a mile away. Drive 45Mins to Disney and 20mins to Legoland. We'll see you soon!

Casa Corona Del Mar - With Heated Pool!
Welcome to Casa Corona Del Mar – A Pool Home Getaway! This 4 Bed/2 Bath home in North Lakeland is just minutes from I-4, shopping, Tiger Town Stadium and Downtown Lakeland. Enjoy a large pool, spacious patio, charcoal grill, and family-friendly games. Sleeps up to 8 with a king bed, a queen, two twins, and a twin daybed that converts to a king. Perfect for relaxing or exploring Central Florida!

Horse Farm on a Beautiful Lake
Small Thoroughbred Race Horse Farm on a beautiful lake. Fishing available on site. New dock just finished with plenty of benches for fishing, picnicking, or just dreaming. There is a Swimming pool right out your door, horse paddocks and patio overlooking the lake for hanging out or quiet time. Please note price is for studio (sleeps 3 or more with sofa beds)
Popular amenities for Lakeland rentals with a pool
House rentals with a pool

Private Pool + Fenced Yard | Family Getaway

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Luxury 3BR 2Bath•Pool• Game Room• Legoland 4 Min

Luxury Heated Pool Home, 85 inch TV, King bed

Spacious Pool Home in South Lakeland

No Pets*Hillside Haven | 4BR Heated Pool Home

Kid-friendly Home w/ Pool & BBQ

Nature Lover's Lake & Heated Pool Home - the View!
Condo rentals with a pool

Stylish Condo 20 mins to Disney/King Bed

Resort fee paid, 3bd/3ba townhome, lazy river, 323

Intense Space-Themed Condo Near Disney

Orlando Spacious 2 Suites & Resort-Style Pool

Fabulous condo-Bahama Bay Resort, Close to Disney

Lovely family-friendly condominium close to parks

Resort Style get away Near Disney World!

Tranquil Escape
Other holiday rentals with a pool

The Bentley Lakehouse: Putting Green & Game Room

Spacious 4BR Home w/ King Bed+Pool/Screened Lanai

Adorable private 1-bedroom studio on mini-farm.

Perfect 2 bedroom 1 bath guest suite with pool.

Tropical Paradise - Heated Pool w/ Screened Lanai

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4

Costa 3-4BD LakeFront Residence | Peace | Views |

Little Castle on the canal on lake Arietta
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 AUD | $214 AUD | $214 AUD | $215 AUD | $207 AUD | $197 AUD | $199 AUD | $202 AUD | $199 AUD | $194 AUD | $230 AUD | $237 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals with a pool in Lakeland

Total holiday rentals
Explore 130 holiday rentals in Lakeland

Nightly prices starting at
Lakeland holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 4,440 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Lakeland holiday rentals include Wi-Fi access

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

4.9 Average rating
Lakeland stays are highly rated by guests—averaging 4.9 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Raymond James Stadium
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Discovery Cove
- Give Kids the World Village
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park




