Holiday houses in Honeymoon Island

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Top-rated holiday rentals in Honeymoon Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 126 reviews

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.95 out of 5 average rating, 190 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top Guest favourite
A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.
Home in Dunedin
4.98 out of 5 average rating, 348 reviews

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

Guest favourite
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 Palm Harbor
4.93 out of 5 average rating, 97 reviews

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.

Top Guest favourite
An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.
Apartment in Tarpon Springs
5 out of 5 average rating, 102 reviews

Waterfront studio great for Pasco scallop season!

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

Top Guest favourite
A charming two-story home is depicted, featuring a covered balcony with seating. The ground level is open and invites outdoor activity. Lush foliage and vibrant flowers frame the foreground, enhancing the welcoming landscape. A vintage blue vehicle is parked nearby, adding character to the setting.
Guest suite in Palm Harbor
4.99 out of 5 average rating, 92 reviews

The Nest Romantic Boutique style getaway

Where 'Key West meets French Quarter', the Nest Boutique at BananaBay is an invitation to the charm of old Florida, making it easy to plan your visit. Enjoy a cozy restful night in a Tommy Bahama style King bed. Whether it's restaurants and micro breweries, biking and walking trails, beaches and sunsets, your explorations begin right here. Bikes included! You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night.

Top Guest favourite
Home in Palm Harbor
5 out of 5 average rating, 39 reviews

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Guest favourite
A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.
Home in Palm Harbor
4.9 out of 5 average rating, 166 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

Top Guest favourite
A private backyard pool area is featured, showcasing a clear blue in-ground pool surrounded by lounge chairs and sunbeds with striped cushions. Lush greenery and potted plants add a tranquil touch, while a shaded umbrella stands at one end for comfort.
Guesthouse in Palm Harbor
4.99 out of 5 average rating, 119 reviews

Pvt Pool, Free Kayaks, Wlk to Gulf, Fish, Bike Trl

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.

Top Guest favourite
Home in Palm Harbor
5 out of 5 average rating, 10 reviews

Gulf View on Bay: Newly Renovated

Your cozy getaway awaits in Palm Harbor at this enchanting house. Great view of the Gulf from the living room, back porch and upstairs bedroom. Nice relaxing front deck with rocking chairs. With two spacious bedrooms featuring king beds and a living room that includes a twin bed pullout, guests have plenty of room to relax. The two bathrooms offer both a soothing bathtub and a refreshing shower, perfect for unwinding after a day of adventure.

Top Guest favourite
The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.
Home in Oldsmar
5 out of 5 average rating, 166 reviews

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

Top Guest favourite
Condo in Dunedin
4.95 out of 5 average rating, 60 reviews

Tranquil Locale 2 King Beds Dunedin Causeway

Welcome to Mai Tai Suites Dunedin With Over 200 Online Reviews ☞ 2 King Beds ☞ Parking Onsite 1 Space ☞ No Cleaning Fee ☞ Wifi ☞ 2 Smart TVs (largest is 65 inches) ☞ Dog Friendly ☞ Fully Equipped + Stocked Kitchen ☞ Self Check-In ☞ Onsite Washer + Dryer ☞ Beach Towels & Cooler Provided 》35 Mins to airport 》2 Mins to Honeymoon Island 》15 Mins to Clearwater Beach 》 Not Small Child Friendly age 13+ is OK

Popular amenities for Honeymoon Island holiday rentals

Frequently Asked Questions

  • Where is Honeymoon Island located?

    Honeymoon Island is in the Gulf Coast region of Florida, set among barrier islands near the city of Dunedin. The area is known for sandy beaches, nature trails, and coastal ecosystems.

  • When is the best time to visit Honeymoon Island?

    Many visitors choose late winter through spring, when temperatures are mild, typically ranging from 56–83°F (13–28°C), and rainfall is modest. Early summer has warmer days but higher chances of showers, while fall often brings comfortable weather and lighter crowds.

  • What are some things to do near Honeymoon Island?

    Around Honeymoon Island, you can explore nature trails, visit nearby coastal parks, and enjoy kayaking or paddleboarding in calm waters. The local area also has casual dining, small art galleries, and opportunities to learn about local wildlife and habitats.

  • How is the weather near Honeymoon Island?

    Honeymoon Island has warm, humid summers with temperatures usually around 77–91°F (25–33°C), and a greater chance of rain from June through September. Winters are mild and drier, often between 53–74°F (12–23°C), making outdoor activities comfortable year-round.

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Dunedin
  6. Honeymoon Island