
Holiday rentals with a pool in Land O' Lakes
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Top-rated rentals with a pool in Land O' Lakes
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Lakeside Cottage
Welcome to The Lakeside Cottage, our home away from home, and a special place we’re grateful to share. Tucked away in a quiet setting, this cozy retreat is perfect for relaxing, reconnecting, and making memories. With 4 bedrooms and 3 bathrooms (including two primary bedrooms), it blends comfort and convenience. Enjoy your own private oasis with lakeside views, private pool & hot tub. Close to shopping, dining, and highways, it’s an easy stay, whether you’re here to explore or simply exhale.

Millers, BeOne Naturally Clothing Optional Premium
NO PETS OWNER HAS SEVERE ALLERY Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. Clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week)

Entire House with Game Room in Lutz - near Tampa
Entire house with a Game Room equipped with a pool table and a foosball table. Designated working area in Master Bedroom. One King Bed, one Queen Bed and two Twin Beds to accommodate a group of up to six people. A TV in each bedroom, living room and game room. Easy access to USF, Busch Gardens, restaurants, malls and beaches. Short distance to Tampa Premium Outlets and Advent Health Center Ice. Playground, Community Pool, Basketball and Tennis Courts are conveniently located across the street.

The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Colorful, Comfy Townhome - Community Swimming Pool
Townhome in the heart of Carrollwood/Northdale with all the comforts of home. 1,136 sq ft. Updated everything, including black matte GE Appliances & fully stocked kitchen. Close to countless restaurants, shopping & easy commute to interstates & expressways. Large, community swimming pool. Come As You Are, I try to provide anything you may need for your stay! 9.5 miles-Ray Jay 10 miles-USF 14 miles-Tampa International Airport 15 miles-Downtown Tampa 16 miles-Ybor 36 miles-Clearwater Beach

Leithen Lodge Is Like a Scottish Castle in N Tampa
Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

Lakefront Retreat w/Pool-Views-Elegant Furnishings
Private UPSTAIRS GUEST SUITE comfortably accommodates 3 guests. Features an elegant bedroom, a combo bedroom/entertainment room with kitchenette; plus a full bath & work station. Enjoy a beverage overlooking the nature preserve; relax and swim in the pool. Located just north of Tampa, midway between Orlando & the Gulf Beaches. Just minutes by car to I-75, I-275, outlet mall, ice hockey complex & restaurants. 7 miles to USF/Moffitt/Busch Gardens; 20 to Airport; 30 to Beaches; 60 to Disney.

J&M Homestead
Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!
Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

Hickory Breeze Guest House
We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Delightful elegant lake home
Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Land O' Lakes rentals with a pool
House rentals with a pool

Spring Hill, Florida Quaint Paradise

“Sunny Retreat”Pool & Mini Golf

Cozy Tampa Home with Large Heated Pool

Private Villa by Moffitt, USF, and Busch Gardens!

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Weeki Wachee Springs heated pool home retreat

Enjoy every moment

Luxury Private Pool House ! Mackarosa ! Tampa Bay.
Apartment rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Lovely Waterview Condo/ heated pool

Tiki Themed Waterfront Condo on Tampa Bay

Tropical Waterfront Escape

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Beach Front at “The Shore”

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Beautiful and spacious condo centrally located
Other holiday rentals with a pool

Eco Lake Magdalene - Pool Home

Luxury getaway, Heated Pool, Weeki Wachee

Allison Palms Luxury Tampa Townhome + Pool

Luxe Retreat•Private Pool•1 Mile to Tampa Zoo

Stunning Lake House w/ Heated Pool + Ping Pong!

‼️3BR in Wesley Chapel, Private Pool, Pet Friendly

Deluxe 3bd/2ba w/Heated Pool

Luxury Saddlebrook Retreat | King Suite & Patio
When is the best time to visit Land O' Lakes?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €108 | €122 | €122 | €97 | €97 | €80 | €76 | €95 | €95 | €94 | €98 | €98 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Land O' Lakes

Total holiday rentals
Explore 40 holiday rentals in Land O' Lakes

Nightly prices starting at
Land O' Lakes holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 1,620 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 Land O' Lakes holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Land O' Lakes rentals

4.7 Average rating
Land O' Lakes stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentals Land O' Lakes
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- Rentals with a hot tub Land O' Lakes
- Fitness-friendly rentals Land O' Lakes
- Rentals with a fireplace Land O' Lakes
- Rentals with outdoor seating Land O' Lakes
- Rentals with pools Pasco County
- Rentals with pools Florida
- Rentals with pools United States
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- Fort Island Beach
- ZooTampa at Lowry Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Crystal River Archaeological State Park
- Weeki Wachee Springs State Park
- Splash Harbour Water Park
- Epperson Lagoon





