Vacation rentals in Honeymoon Island

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Top-rated vacation rentals in Honeymoon Island

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Guest favorite

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 198 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.

Nov 22 – 29

G$24,517 GYD per night

Guest favorite

Cottage in Palm Harbor

4.79 out of 5 average rating, 165 reviews

Crystal Beach Cottage #1

Original MCM bungalow located 1 blk from the Crystal Beach park. This property has original windows, AC window units, renovated bath and kitchen and every six month upgraded soft goods. It is appointed with all the travelers' needs for a quick get-away or a vacation. Located in a quaint neighborhood setting conveniently located by the Pinellas trail so cyclist, runners & walkers have immediate access. Close to local towns near by & Palm Harbor's Restaurant/bars, & 10 min all the best beaches.

Jul 3 – 10

G$22,320 GYD per night

Guest favorite

Guest suite in Dunedin

4.94 out of 5 average rating, 202 reviews

Downtown Coastal Studio

Our Downtown Coastal Studio was recently renovated. The studio has a bright and airy atmosphere. Both clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin and two blocks to the Pinellas Trail. Simply park your car and enjoy downtown on foot or rent a bike and cruise around. We are close to two major beaches, the marina, and John G. Hubbard Park, which is just across the street with a nice path to stroll along the water or take in the sunset.

Sep 23 – 30

G$20,433 GYD per night

Guest favorite

Home in Clearwater

4.9 out of 5 average rating, 116 reviews

Coastal Cottage B - Bikes Beach Items

This lovely 2 bedroom 1 bath home is clean and modern! This home is a duplex but has no access between units -it was triple insulated on all walls. All bedrooms have brand new foam mattresses and new cold air/mini splits. This unit has many stairs-please see pictures. Access to the bathroom is through the downstairs bedroom. I just installed privacy curtains in both bedrooms (no actual bedroom solid doors. Sorry no animals/pets. Close to Dunedin, Honeymoon Island, and Clearwater beach! ❤️

Sep 8 – 15

G$23,979 GYD per night

Guest favorite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 224 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Aug 13 – 20

G$24,128 GYD per night

Guest favorite

Home in Dunedin

4.99 out of 5 average rating, 102 reviews

Downtown Dunedin, Trail, Marina, Beach, Park

Welcome to our beautiful town of Dunedin. If you like to beach, walk, bike, eat, drink or shop, this is the place to vacation. Situated in the heart of Downtown Dunedin, we are across the street from the water and sunset pier and right on the Pinellas bike/walking trail. We are within walking distance to Main Street where you can see, eat lots of fresh seafood, try craft beers, enjoy an ice cream and more! We are a short drive to Honeymoon State park beach or Clearwater Beach.

Oct 26 – Nov 2

G$30,430 GYD per night

Guest favorite

Guesthouse in Dunedin

4.94 out of 5 average rating, 133 reviews

Tiki Hut Cottage

Watch this video first to experience the property https://vimeo.com/444390022 This unit 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 with office space has a walk in shower with stack washer and dryer. Spacious living area with a fully functional kitchen. The property is an acre of lush tropical plants Conveniently located to the downtown & beach We allow a dog 35 lbs or less

Nov 19 – 26

G$44,491 GYD per night

Superhost

Hotel room in Dunedin

4.83 out of 5 average rating, 150 reviews

Seaside Artisan Apartment 6

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Nov 30 – Dec 7

G$13,114 GYD per night

Guest favorite

Guesthouse in Clearwater

4.9 out of 5 average rating, 181 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Nov 11 – 18

G$22,323 GYD per night

Superhost

Condo in Dunedin

4.84 out of 5 average rating, 100 reviews

SEAVIEW at Honeymoon Island, On The Causeway! NEW!

SEAVIEW is your BEACH OASIS at HONEYMOON ISLAND CAUSEWAY, with WATER VIEWS on a salt water canal! A short walk from your front door to sit on the sand on the Causeway beach & watch the dolphins, drive or cycle to Honeymoon Island Beach, one of the most beautiful and pristine beaches on our coast. Take your evening stroll on the sand to watch spectacular Sunsets, walk to a variety of fabulous restaurants. Seaview is your Beach Life Location!

Sep 13 – 20

G$33,879 GYD per night

Guest favorite

Apartment in Dunedin

4.96 out of 5 average rating, 184 reviews

The Coastal Retreat

Studio apartment. Light airy Coastal Eclectic décor. Walk in closet, full size bath, Fully equipped kitchen . Key west style tropical courtyard with fish pond. Off street parking . Gas grill and outdoor dining area. One block off the Pinellas Bike trail, walking/biking to historic downtown Dunedin, Toronto Blue Jays spring training. Minutes to the 3 of the country's best beaches! Clearwater Beach, Honeymoon Island, and Caladesi Island.

Aug 21 – 28

G$22,144 GYD per night

Guest favorite

Townhouse in Palm Harbor

4.95 out of 5 average rating, 108 reviews

Walk to beach & trail-bikes, beach gear, porch

* Walk/bike to Crystal Beach Pier * 10min to Honeymoon & Caladesi Island * Fenced yard w/grill, a dock out to the pond, a fire pit * Screened patio w/fan for enjoying our weather & beautiful sunsets * 1/2 block to the Pinellas trail: a 55 mile loop * 2 adult bikes provided * Fully stocked kitchen w/ all amenities * Beach chairs, towels and beach toys provided- even some fishing poles for the dock! * WiFi/TV/streaming apps

Nov 1 – 8

G$32,541 GYD per night