
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.

Heated saltwater pool|Spacious 4BR/3BA|
Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

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.

Dunedin Resort! Pool, Hot Tub and Restaurant!
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

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

Dunedin 5 STAR+ Heated Pool+Near Beach
This Modern Coastal home is the perfect vacation spot! Recently renovated 3br home located just a few minutes from downtown Dunedin and some of the best Gulf Coast beaches. Take a dip in our heated saltwater pool, or relax on the screened-in patio with a cup of coffee. The open concept design creates a relaxing atmosphere with all the necessary amenities. Conveniently located near excellent dining options, shopping, Blue Jays stadium, and the waterfront. Make unforgettable memories.

Tropical Getaway w/Heated Pool & King Beds
Welcome to our sun-kissed getaway in sunny Palm Harbor! You'll find a fully stocked kitchen, a private heated pool, and comfortable accommodations for up to 6 guests. Whether relaxing on one of our award-winning beaches, playing a round of golf, or exploring Tampa Bay's fun spots, there's something for everyone to enjoy. Just a quick note: Because of a family member's allergies, we're not able to allow any animals on the property, including ESAs. Thanks so much for understanding!

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!

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!

Downtown Dunedin B&B Casa w/ Heated Pool
Welcome to our brand new Coastal Casa located within walking distance to downtown Dunedin! Everything is brand new, fresh & clean! Great location with 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! Please message for available dates for the combination of both units.

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.
Popular amenities for Dunedin rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Heated POOL- 99 Steps to BEACH- Coastal MAIN House

Feels Like Home - 3/2 pool home that sleeps 6

House of Relaxation

Dunedin Heated Pool Tiki Bar Hot Tub

The Palm Haus • Heated Pool • Near Beach • Games

Beautiful Key West Style Home in Palm Harbor

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
Condo rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Newly Reno Luxury Condo 30 Steps to Paradise

Luxury Blue Haven - Stunning Tampa Bay Views!

Spectacular beach to bay views from this resort.

Royal Orleans and Redington Beach ( Studio 203 )

Amazing views on beachfront

Modern Waterfront Condo - Captivating Sunset Views

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Other vacation rentals with a pool

Family Haven/Kid's Amenities Near Honeymoon Island

Wonderful Condo at Avalon - Fully Renovated

Downtown Waterfront 1 room condo

Lovely Condo minutes from beach & King bed

Stylish NEW one bedroom condo Clearwater beach

Coastal Cottage

2 Bed 2 Bath Remodeled House Palm Harbor

Waterfront Gem Near Clearwater • Swim Spa + Nature
When is the best time to visit Dunedin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,989 GYD | G$48,154 GYD | G$51,086 GYD | G$45,014 GYD | G$38,524 GYD | G$39,780 GYD | G$40,408 GYD | G$37,686 GYD | G$33,917 GYD | G$39,152 GYD | G$40,198 GYD | G$39,780 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$4,187 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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- Anna Maria Island
- Busch Gardens Tampa Bay
- John's Pass
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