Vacation rentals with a pool in Dunedin

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Dunedin

  • Total vacation rentals

    Explore 320 vacation rentals in Dunedin

  • Nightly prices starting at

    Dunedin vacation rentals start at R 325 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 13,400 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

    210 properties have a dedicated workspace

  • Wi-Fi availability

    310 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!

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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Top guest favorite
An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.
Guesthouse in Dunedin

Tiki Hut Cottage

This unit private vacation rental is located on the property, plenty of space for 5 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Conveniently located to the downtown & beach. This unit is pet friendly, we allow 1 dog. Wether your dog is or is not a service dog we have the following guidelines no excessive parking clean up after your pet any physicial damage caused by the pet will be subject to reimbursement

LocationValueGrill

4.96 out of 5 average rating, 204 reviews
Top guest favorite
Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

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.

ValueLocationComfort

4.99 out of 5 average rating, 133 reviews
Top guest favorite
Two modern tiny homes are situated next to each other, featuring a light color palette. Each unit has large glass doors leading to a spacious deck with railings, while lush greenery surrounds the area, providing a natural ambiance.
Home in Dunedin

Surf Shack Tiny Home on Pinellas Trail w/ Heated P

Welcome to the Dunedin Tiny House Vacation Rentals! This Vacation Rental property offers daily, weekly or monthly rentals in 4 luxury tiny homes, a 3 bed bungalow & 1 bed cottage. The 6 Units along with a large Heated Pool are all tucked away within a thoughtfully planned, peaceful & wooded lot.... located right on the Pinellas Trail! The front entrance is conveniently located on Bayshore Blvd just north of the crossroad of Wilson. Once you enter the front door of your unit you will enjoy a

LocationFamilyPool

4.95 out of 5 average rating, 105 reviews
Top guest favorite
Guesthouse in Dunedin

Dunedin private pool oasis-Cozy Coastal Cottage

100-5★ reviews! Cozy Coastal Cottage is your private tropical escape just 2 blocks from Dunedin’s Main Street. Relax by the sparkling pool, then walk to restaurants, breweries, shops, the marina, and Pinellas Trail. Located in the historic district, you’re minutes from top-rated beaches and the Blue Jays stadium. Enjoy a full kitchen, walk-in shower, fast Wi-Fi, A/C, laundry, and beach gear for the perfect Gulf Coast getaway. Pool days, sunset walks, and downtown nights - all waiting for you.

LocationFamilyTV

4.99 out of 5 average rating, 100 reviews
Guest favorite
A screened patio surrounds the inviting pool, providing views of the waterfront. Sunlight glimmers on the clear water, and grassy areas border the pool deck. Nearby boat docks are visible, enhancing the serene atmosphere by the water.
Home in Ozona

Luxe Private Waterfront Getaway with Pool in Ozona

Awesome single family inter-coastal waterfront home with boat dock and pool. 1800 square feet of luxury, 3 bedroom, 2 bathroom, sleeps 10 people in beds. Master bedroom overlooking the water and pool with king bed. Second bedroom with 1 queen bed. Third bedroom with 1 queen bed. Living-room has 2 queen pull out beds and a large glass door wall that opens up to the spacious screen enclosed pool patio. Full kitchen, dining room, living room, laundry area with washer/dryer. Dock has deep water.

LocationFamilyTV

4.93 out of 5 average rating, 106 reviews
Guest favorite
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Condo in Clearwater Beach

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.

FamilyLocationNearby

4.91 out of 5 average rating, 488 reviews
Guest favorite
Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

FamilyLocationAccuracy

4.93 out of 5 average rating, 121 reviews
Top guest favorite
A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.
Home in Palm Harbor

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!

LocationFamilyView

4.95 out of 5 average rating, 183 reviews
Guest favorite
A screened-in outdoor area features a heated pool and spa accompanied by a spacious dining table set for eight. Vibrant glassware and dining plates are arranged, capturing bright colors against the backdrop of lush greenery and a clear sky.
Home in Dunedin

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!

LocationFamilyComfort

4.92 out of 5 average rating, 132 reviews
Top guest favorite
A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.
Home in Dunedin

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.

LocationValueTV

4.96 out of 5 average rating, 135 reviews
Superhost
Home in Dunedin

2 Homes- Heated Pool & Pickleball- The Dunedin Duo

Escape to your private resort! This unique Dunedin property features TWO homes perfect for up to 16 guests. Enjoy a heated pool, private mini-golf, and a pickleball court just minutes from Florida's best beaches. With a massive, fully-fenced backyard oasis packed with games and an outdoor kitchen, it's the ultimate group getaway. Ideal for large families seeking endless fun and relaxation near downtown Dunedin and Clearwater Beach

FamilyLocationPool

4.84 out of 5 average rating, 116 reviews
Guest favorite
An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.
Home in Palm Harbor

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

ValueFamilyLaundry

4.94 out of 5 average rating, 121 reviews

Popular amenities for Dunedin rentals with a pool

Condo rentals with a pool

Guest favorite
A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.
Condo in Clearwater Beach

Beachfront Condo with Centerline Sunsets

LocationValueQuiet

4.94 out of 5 average rating, 172 reviews
Top guest favorite
A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.
Condo in Clearwater Beach

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

ValueLocationDecor

4.98 out of 5 average rating, 182 reviews
Top guest favorite
Condo in Clearwater

Steps to Heated Pool • Near Beaches • Gated Condo

LocationFamilyQuiet

4.98 out of 5 average rating, 187 reviews
Top guest favorite
Condo in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

LocationFamilyComfort

4.97 out of 5 average rating, 155 reviews
Guest favorite
A serene pool area is surrounded by lounge chairs and palm trees, with a view of the water in the distance. Soft lighting from overhead strings enhances the setting. The pool depth is marked at 5 feet, and a sun umbrella offers shade.
Condo in Dunedin

Sunset Resort Condo – Clearwater Beaches & Bikes

LocationFamilyParks

4.89 out of 5 average rating, 209 reviews
Top guest favorite
Condo in Clearwater

Literally: 15 steps to the Pool, GroundFloor Condo

ValueFamilyIndoor spaces

4.99 out of 5 average rating, 133 reviews
Guest favorite
A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.
Condo in Clearwater Beach

Newly Reno Luxury Condo 30 Steps to Paradise

LocationValueComfort

4.98 out of 5 average rating, 196 reviews
Top guest favorite
Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.
Condo in Clearwater Beach

Steps 2 beach! Beachy and Luxurious! Easy Living!

FamilyLocationBreakfast

4.95 out of 5 average rating, 346 reviews

When is the best time to visit Dunedin?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,122 ZARR 4,048 ZARR 4,715 ZARR 3,674 ZARR 3,138 ZARR 3,268 ZARR 3,138 ZARR 2,926 ZARR 2,634 ZARR 2,796 ZARR 3,040 ZARR 3,089 ZAR
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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