
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.

Sunset Resort Condo – Clearwater Beaches & Bikes
A private self check-in condo in a waterfront resort. ✔️ Walking distance to Downtown Dunedin ✔️ 10 minutes to Honeymoon Island and the ferry to Caladesi Island ✔️ 15 minutes to Clearwater Beach (time may vary on weekends and holidays) ✔️ 15 min to Innisbrook PGA golf ✔️ 20 minutes to Tarpon Springs Sponge Docks ✔️ The Pinellas Trail is just across the street ✔️ Jolly Trolley stop right outside the entrance ✔️ Enjoy beautiful Gulf views and stunning sunsets within the resort, just steps away 🌴

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

The Palm Haus • Heated Pool • Near Beach • Games
Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

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!

Private pool, steps to gulf, fishing, bike trails
Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

Family/Group Getaway w/ Pool Near Clearwater Beach
🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

2 Homes- Heated Pool & Pickleball- The Dunedin Duo
Relax at The Dunedin Duo with a heated pool, two full units, and endless fun: private mini golf, pickleball, firepit, outdoor kitchen, playground, and basketball court, just minutes from beaches and downtown Dunedin. Only 5 minutes to downtown, 10 to Honeymoon Island, and 15–20 to Clearwater Beach. Max occupancy: 10 guests in the 4br and 6 guests in the 2br, in compliance with local regulations and licenses STR25-00150, STR25-00172, and DWE6216821.

Ocean Breeze • Easy - Heated Pool Access
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. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

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.

Eagle Nest Apartment-Walk downtown, new POOL!
Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful Dunedin! Steps from the heart of downtown Dunedin, our quaint costal town offers amazing restaurants, shops, parks, breweries, festivals, night life, marina and Blue Jays baseball! Close to Honeymoon and Caladesi Islands and Clearwater Beach-award winning beaches! New heated pool!
Popular amenities for Dunedin rentals with a pool
House rentals with a pool

Gulf Access, Heated Pool, Near Islands, Beaches

Luxe Private Waterfront Getaway with Pool in Ozona

3 miles to Honeymoon Island~ Firepit & Pool

Heated SW Pool - Near Beaches, Golf, Trail & Food

Preservation-Jacuzzi-Golf- Kayaks-Fishing-Pool !

Margaritaville house and Bunk House/bar

Saltwater Pool, Near MLB Spring Training & Beach!

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Condo rentals with a pool

Newly Reno Condo! Spot Dolphins from Your Balcony!

Luxury condo at Avalon Club

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

Beach Across the St | No Stairs |Parking in Front!

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Other vacation rentals with a pool

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

Beso Del Sol Resort - 1 BED 1 BATH

Private pool, Golf Cart, Completely Renovated!

Clearwater Mediterranean Retreat • Pool & Fire Pit

Coastal Cottage

Hidden Beach Retreat | Pool | Steps from the sand

Beautiful house with pool, fire pit, billiard room

Balcony Overlooking Dunedin. 2/2 luxury
When is the best time to visit Dunedin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,954 GYD | G$48,112 GYD | G$51,041 GYD | G$44,974 GYD | G$38,490 GYD | G$39,745 GYD | G$40,372 GYD | G$37,653 GYD | G$33,888 GYD | G$35,979 GYD | G$39,117 GYD | G$39,745 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 330 vacation rentals in Dunedin

Nightly prices starting at
Dunedin vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 11,430 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
330 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
- Raymond James Stadium
- Busch Gardens Tampa Bay
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