
Holiday rentals with a pool in Holiday
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Holiday
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Pool Paradise - Private Solar Heated Pool
Welcome to your private vacation gateway. Escape to Florida Sunshine Sanctuary in Tampa Bay Area. Our 2 Bedroom/ 2 Bathroom House is nested in a quiet suburb not far from the Tampa Airport. It is 25 miles from the famous Clearwater Beach and 30 miles from the Busch Gardens. Take the ultimate one day trip to DisneyWorld which is a 2 hour drive form the house. Also a 15 min drive to Greektown and Tarpon Springs Sponge Deck. House is nicely decorated with everything needed to create special memorie

Paradise!Renovated waterfront pool home.Sunsets!
No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

Heated & Screened in Pool/Coffee Bar/Fully Stocked
š” Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porchāperfect for enjoying the outdoors without the bugs. š Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Gulf Harbors Vacation Oasis
This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando ā Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

Tarpon Springs Oasis: Heated Pool, 5 min to Beach!
Welcome to Tarpon House Florida, located in the exclusive and historic Tarpon Springs. Our home is a tropical oasis. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, and Teachers - book & message me a photo ID, I'll apply the discount, that's it! Completely renovated with all new furniture. Link to 3D Tour of the house is in my guidebook (under my profile)

River Home with Pool, Sunset, Dolphin & Fishing
Welcome to the waterfront oasis situated along the serene banks of Anclote River connecting to the Gulf. Enjoy privacy as no backyard neighbors, just a nature. Step outside to your own private paradise, where a screened lanai awaits with a private heated pool. Spend your days lounging poolside, soaking up the Florida sunshine, or marveling at dolphins and manatees. Close driving distance to the world famous beaches (Clearwater, Honeymoon Island), Tarpon Spring, Weeki Wachee & Tampa Bay

Heated Pool ⢠Near Tarpon & Gulf Beaches 5 mi
š“ Heated private pool oasis (NovāMar) 5 mi to Tarpon Springsāideal to recharge. š” Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, š 24/7 self check-in, and š on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ⨠Note: pool heat available NovāMar (weather permitting). ā³ Last-minute promos activeābook and lock in your dates!

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

Luxury Private Pool House ! Mackarosa ! Tampa Bay.
If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

*NEW* Riverside Retreat w/Pool
Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beachesā¦

"Wet Feet Retreat" pool home
Cozy beach themed 1,000sq ft pool home in Port Richey, FL. Relax by your private outdoor heated year round pool or take a drive over to the sponge docks in Tarpon Springs to sample authentic greek cuisine. Want to swim with the Manatees or go scalloping? Then check out the nearby city of Weeki Wachee. Close to multiple beaches, state parks, restaraunts, and local attractions. Fishing poles and equipment on site to take with you to the beach or pier.

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 Holiday rentals with a pool
House rentals with a pool

Luxurious Pool Private Oasis, Nearby Beaches

Waterfront Home - Private Marina, Piano, Roof Top

Waterfront Retreat ā Heated Pool, Dock, Kayaks

Waterfront Pool Dock Golf Boat Rent Beach 2K/2T/2b

The Palm Haus ⢠Heated Pool ⢠Near Beach ⢠Games

Tranquil Waterfront Retreat Home -Dock Heated Pool

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

3BR Home w/ Heated Pool, BBQ & Bikes ā Family
Apartment rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Ocean Breeze ⢠Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Modern and Cozy Condo 6 Minutes from the Beach !

Resort living in paradise

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Spectacular beach to bay views from this resort.

Five Star Beachfront Condo Newly Renovated
Other holiday rentals with a pool

Pool Home in New Port Richey

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

Waterfront Oasis

3 Bedroom/2 Bath Private Pool Home Near Beaches

Pool Home on Pond 3/2 in New Port Richey/Riverwood

Heated pool, golf, grill! Fun-Packed Family Oasis

New Port Richey.Private heated pool(solar panels).

River Side Home. Three mins to Downtown.
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £148 | £152 | £148 | £126 | £134 | £134 | £125 | £104 | £112 | £123 | £137 |
| 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 Holiday

Total holiday rentals
Explore 40 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Holiday holiday rentals include wifi access

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

4.7 Average rating
Holiday stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- SeminoleĀ Holiday rentals
- Central FloridaĀ Holiday rentals
- MiamiĀ Holiday rentals
- St Johns RiverĀ Holiday rentals
- OrlandoĀ Holiday rentals
- Gold CoastĀ Holiday rentals
- Miami BeachĀ Holiday rentals
- Fort LauderdaleĀ Holiday rentals
- TampaĀ Holiday rentals
- Four CornersĀ Holiday rentals
- KissimmeeĀ Holiday rentals
- Key WestĀ Holiday rentals
- Rentals with a fireplaceĀ Holiday
- House rentalsĀ Holiday
- Pet-friendly rentalsĀ Holiday
- Rentals with beach accessĀ Holiday
- Rentals with a firepitĀ Holiday
- Rentals with a washing machine and dryerĀ Holiday
- Rentals with outdoor seatingĀ Holiday
- Rentals with a patioĀ Holiday
- Waterfront rentalsĀ Holiday
- Rentals with lake accessĀ Holiday
- Family-friendly rentalsĀ Holiday
- Rentals with poolsĀ Pasco County
- Rentals with poolsĀ Florida
- Rentals with poolsĀ United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Vinoy Park
- Dunedin Beach
- Amalie Arena
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- Fort Island Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- The Don CeSar
- Gulfport Beach Recreation Area
- Tampa Convention Center
- Fred Howard Park




