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

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Fall special rate ! Pool, hot tub at Beso Resort !
Plan your unforgettable stay at this 1 bedroom condo at Beso ( not a studio) with 2 Balconies for your morning coffee or beautiful sunsets The location is perfect to walk to town where you’ll find many Quaint shops, restaurants and Breweries Free Wi-fi Free parking Only 10 min to honeymoon island and the ferry to Caladesi Island 15 minutes to Clearwater Beach 2 salt water Pools and a hot tub Marker 8 Tiki Bar and restaurant 28 mile trail across St. Bicycle rental through the office for a fee

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Fresh for 2025: Retro Beach Oasis with Color Pop
Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Private pool suite in heart of Tarpon Springs!
Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

Luxury home ~ Heated pool, hot tub, TWO kitchens
Welcome to this stunning 5-bedroom home, located in a quiet, family-friendly neighborhood, just minutes from quaint Downtown Dunedin and a short drive to both Clearwater Beach and Honeymoon Island Beach! 5 bedrooms, 3 bathrooms - including a full "in-law" suite downstairs with it's own full kitchen and living room! It's everything you need and more ♡ Enjoy a heated pool (84°), hot tub, BBQ grill... need we go on? Feel free to ask any questions. We look forward to hosting you!

Cozy Retreat, private unit, NO PETS
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

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

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Tiki Hut Cottage
This unit private vacation rental is privately located on the property, plenty of space for 4 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Spacious living area with a kitchenette. The property is an acre of lush tropical plants Conveniently located to the downtown & beach.All our units are non-smoking and vaping.

Downtown Dunedin B&B - Rustic Cabin Studio with He
Welcome to our brand new rustic cabin located in our backyard within walking distance to downtown Dunedin! Everything in the cabin is brand new, fresh & clean! Located in Downtown Dunedin & within easy walking distance to restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, home of Spring Training for the Toronto Blue Jays is just 1 mile away...easily walkable!
Popular amenities for Dunedin rentals with a pool
House rentals with a pool

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

3BR Oasis | Sleeps 11 | Heated Pool | Ping Pong!

Heated & Screened in Pool-All Essentials Provided

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

The Palm Haus • Heated Pool • Near Beach • Games

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Game Room, Heated Pool, 5 minutes to Beach

Heated Pool | 2BD 2BA | Home near Beaches
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Waterfront Condo | Steps to Clearwater Beach 2King

Royal Orleans at Redington Beach ( Studio )

Sea La Vie- Studio by the bay!

Walk Everywhere! Beach, Pier 60, Dining, Nightlife

Spectacular beach to bay views from this resort.

Modern Waterfront Condo - Captivating Sunset Views

Waterfront condo on top floor @ Boca Ciega Resort
Other vacation rentals with a pool

Amazing Condo at Avalon - Fully Renovated!

Downtown Waterfront 1 room condo

Private pool, Golf Cart, Completely Renovated!

Coastal Cottage

Dunedin Heated Pool Tiki Bar Hot Tub

Heated pool, hot tub, game room, 10 min to beach

Endless Summer Cottage 2

Studio King Sunset at Beso Del Sol (Pool/Hot Tub)
When is the best time to visit Dunedin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,949 GYD | G$48,106 GYD | G$51,034 GYD | G$44,969 GYD | G$38,485 GYD | G$39,740 GYD | G$40,367 GYD | G$37,648 GYD | G$33,883 GYD | G$39,112 GYD | G$40,158 GYD | G$39,740 GYD |
| 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 vacation rentals with a pool in Dunedin

Total vacation rentals
Explore 310 vacation rentals in Dunedin

Nightly prices starting at
Dunedin vacation rentals start at G$4,183 GYD per night before taxes and fees

Verified guest reviews
Over 10,770 verified reviews to help you choose

Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
300 of Dunedin vacation rentals include wi-fi access

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

4.8 Average rating
Dunedin stays are highly rated by guests—averaging 4.8 out of 5!
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