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.

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Guest favourite

Home in Dunedin

4.93 out of 5 average rating, 119 reviews

Everything you'll need, plus! Park Model RV

A relaxing and open space great for beach lovers, cyclists, and people who love the outdoors. This cozy setting provides all the necessities for daily living, plus more to make for a great get away! Accommodates up to four. Within 2 miles of Honeymoon Island State Park and Caladesi Island. Easy drive to Clearwater Beach, St. Pete's Airport and surrounding areas. Short walks to town, bike trails and beautiful Gulf coast sunsets make this a perfect getaway or home base for exploring the area.

Aug. 11 – 18

$166 CAD per night

Guest favourite

Tiny homes in Dunedin

4.95 out of 5 average rating, 105 reviews

Sleeps5-Tiny Home-Pool-10min2Beach-Balcony

Fabulous newly built luxury tiny home in the heart of Downtown Dunedin! This charming 2 bedroom 1 bath home has everything you need for a perfect stay in our perfect little town. This home has an upstairs loft with King and Queen beds at opposite ends. Steps from all the best restaurants, breweries, shops and activities in Dunedin. Voted one of the best walking towns in America! Short drive to beaches! Or simply stay home and chill by the pool that's great too! This location can't be beat!!

Nov. 9 – 16

$384 CAD per night

Guest favourite

Home in Dunedin

4.96 out of 5 average rating, 112 reviews

Dunedin Coastal- heated saltwater POOL & beaches

Looking for a comfortable and charming place to stay? This recently renovated 3br home is 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 here!

Oct. 3 – 10

$581 CAD per night

Guest favourite

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 202 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower, Double sink Vanity. Access to Patio, Swimming Pool , Backyard and Sundeck. Room includes small refrigerator/freezer, Microwave, Coffee maker, Espresso, Iron and much more. Bistro set in room. Private entrances to room and patio/backyard. Cable TV, Netflix and Wi-Fi included. Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Dec. 10 – 17

$188 CAD per night

Guest favourite

Home in Dunedin

4.92 out of 5 average rating, 172 reviews

Amazing Heated Pool &HOT TUB Home 7 Mile To Beach!

WELCOME TO YOUR BEAUTIFUL HUGE 2000 SQ FT VACATION HOME! Updated open concept modern design home featuring quartz counters, stainless appliances & updated baths. FAST 11 min drive to honey moon island/ caladesi beach! Home has fenced backyard with INGROUND HEATED POOL & HOT TUB and brand new super cool TIKI BAR HUT!! plenty of room for parking in the 2 car garage and driveway. We are family owned and operated and dedicated to your vacation experience ! Message me if you have any questions

Sep. 28 – Oct. 5

$530 CAD per night

Guest favourite

Apartment in Clearwater

4.99 out of 5 average rating, 354 reviews

Private studio attached to house. Pool&bikes

Completely private A/C studio, bathroom & your own private saltwater pool. Studio attached to house. No cleaning fee. 1 block W to Edgewater trail. Beautiful sunsets on water. 1 block E to famous Pinellas trail. Stroll to downtown Dunedin or TD Stadium. Cruiser bikes provided. Drive, Uber, trolley or bike 4.5 miles to Clearwater Beach or Honeymoon Island. Near restaurants, shops, dancing, kayaking, fishing, boating, biking, baseball, etc! Space is not appropriate for under 18, pets, parties.

Dec. 20 – 27

$226 CAD per night

Guest favourite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 108 reviews

Private suite in heart of Tarpon Springs!

House centrally located in a safe, residential area. Enjoy a clean, cozy & comfortable private suite with private entrance! Next to Downtown Tarpon, Tarpon Springs Sponge Docks, Sunset Beach, Safety Harbor, and many other attractions. Less than 5 minutes from the beach! Enjoy fast wifi, cable, and a cozy queen bed! Full kitchen. During your stay you’ll have access to bicycles, plenty of beach towels, hats, beach toys. Beach chairs, chairs umbrellas, small cooler and a variety of sunscreens

Jul. 10 – 17

$169 CAD per night

Guest favourite

Home in Palm Harbor

4.99 out of 5 average rating, 101 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. We are pet friendly! When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round.

Jan. 4 – 11

$470 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov. 11 – 18

$164 CAD per night

Guest favourite

Guest suite in Largo

4.95 out of 5 average rating, 234 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Oct. 8 – 15

$149 CAD per night

Guest favourite

Home in Palm Harbor

4.98 out of 5 average rating, 112 reviews

Tropical Getaway w/Heated Pool & King Beds

Welcome to our “sun-kissed” get-away in beautiful, conveniently located, Palm Harbor, FL. In less than 10 minutes you can find yourself sitting on the shore of one of our award-winning white sandy beaches or teeing off at a pristine golf course, and only 30 minutes from Tampa attractions. There is plenty of space to sleep 6 very comfortably, a beautiful bird caged pool and outdoor seating/lounging, BBQ grill, and fun for everyone. Come and enjoy...you just might not want to leave!

Sep. 13 – 20

$429 CAD per night

Guest favourite

Condo in Dunedin

4.91 out of 5 average rating, 167 reviews

Resort Condo Close to Beach/Free Bikes

A Self check-in private condo in a resort, it sleeps up to 3 guests.**We have another condo in the same resort, it’s a 1 bed/2 baths and sleeps up to 4 guests, click on my profile pic to see it. *Walking distance to Downtown Dunedin. *A 10 min drive to honeymoon Island and the ferry to Caladesi Island. *A 15 minute drive to Clearwater Beach (the exact time may vary on weekends and holidays). *Jolley Trolley Bus stop is outside of the entrance.

Feb. 16 – 23

$577 CAD per night