Holiday houses in Harbour Island

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Top-rated holiday rentals in Harbour Island

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Top Guest favourite

A spacious two-story building features a blend of architectural styles, with a red-tiled roof and multiple arched windows. Lush landscaping lines the walkway, leading to a well-manicured lawn adorned with trees and shrubs, inviting a sense of tranquility to the environment.

Apartment in Tampa

4.93 out of 5 average rating, 150 reviews

Davis Islands' Historical Gem

Enjoy a 5 star hideaway on the grounds of an original 1926 Davis Islands home. This second-floor vintage space oozes charm and history. Living room with open kitchen area, spacious bedroom with queen bed, and walk-in closet—all with gleaming hardwood floors. Original cedar-paneled walls & ceilings in bedroom and bath. Marble floor and shower in bathroom. Relaxing balcony with privacy curtains, dining table & glider chairs. Apartment is totally separate from the family home. Private & safe.

Guest favourite

A spacious bed is adorned with blue linens and accented by yellow pillows. The backdrop features a deep blue wall with a decorative textile piece hung above. Flanking the bed are two bedside lamps providing soft illumination, enhancing the serene atmosphere of the room.

Guest suite in Tampa

4.93 out of 5 average rating, 304 reviews

NEW* King Bed w/Private Entry - The Van Gogh Suite

Perfect for the single traveler, business traveler or couple looking for a relaxing stay. Enjoy this fully renovated entire private guest suite in a residential neighborhood centrally located so you can easily enjoy all the beauty, restaurants and nightlife Tampa Bay has to offer. You'll have your own private driveway and private entrance into your suite. Enjoy a cup of tea or coffee while you relax and enjoy the Van Gogh art work displayed throughout. *Special occasion packages available*

Superhost

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa

4.9 out of 5 average rating, 261 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Guest favourite

A charming cottage exterior is framed by lush tropical plants and colorful flowers. Double French doors are highlighted with decorative glass, leading to a welcoming entrance. Brick flooring extends to the doorstep, adding to the cozy, inviting feel of the outdoor space.

Guesthouse in Tampa

4.85 out of 5 average rating, 1,020 reviews

Charming private guest house.

Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

Top Guest favourite

A two-story guest house is shown with a well-maintained exterior. The image features a staircase leading to the upper level and a spacious pool area with surrounding pavers. An outdoor dining space with a table and chairs is visible, providing options for relaxation and enjoyment.

Home in Tampa

4.97 out of 5 average rating, 112 reviews

Entire Guesthouse - Tampa

Looking for a great stay in Tampa? This is the perfect place! One bed bedroom and one bath upstairs guest house that is detached from the main house. Located in a family-friendly neighborhood, this gem is centrally located to everything Tampa has to offer. Pool is not part of listing. Parking is in the street in front of house. No more than 1 vehicle per renter. Perfect for short term stay! Close to: TPA - 12 min Downtown Tampa - 8 min Raymond James Stadium - 10 min Amelie Arena - 9 min

Guest favourite

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

Guesthouse in Tampa

4.95 out of 5 average rating, 335 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

Top Guest favourite

The living room features a woven area rug placed beneath a coffee table. Two armchairs are positioned near a white brick fireplace, which is complemented by a flat-screen TV mounted above it. Natural light filters through the large windows adorned with sheer curtains.

Apartment in Tampa

4.87 out of 5 average rating, 452 reviews

***Beautiful Hyde Park Apartment***

This location is hard to beat!! This tranquil apartment is one of four, located in a historic building from 1910 in Hyde Park! It is conveniently located within walking distance to Downtown Tampa, shopping and restaurants, yet is located on a quiet peaceful street. In the midst of Hyde Park, close to absolutely everything... The Tampa Convention Center, The Riverwalk, Hyde Park Villages, University of Tampa, Downtown, Davis Island, Tampa General Hospital, Amalie Arena and Bayshore Blvd.

Top Guest favourite

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

4.98 out of 5 average rating, 241 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Top Guest favourite

The room features a spacious bed with light bedding and accent pillows. Nightstands and lamps are located on either side. A desk and chair are visible in the corner, while a window with light curtains allows natural light to enter the room.

Guest suite in Tampa

4.97 out of 5 average rating, 135 reviews

Private Studio w/Free Parking Walk to Bucs Stadium

Charming private studio just minutes from Raymond James Stadium. Enjoy a private entrance, furnished outdoor area, kitchenette, A/C, smart TV, and free parking(for 2spots). Perfect for business or leisure travelers attending local events. Conveniently located near the airport and downtown. Relax in a quiet, well-equipped space with self check-in, fresh linens, coffee, and all the essentials for a pleasant stay. Great location, safe neighborhood, and fast Wi-Fi included.

Guest favourite

A welcoming guest studio is presented, featuring a cozy seating area with a dark leather sofa and a small coffee table. A comfortable bed is seen in the background, adorned with blue bedding and decorative pillows. Soft lighting is provided by two lamps beside the bed, and a wall-mounted TV adds convenience.

Guesthouse in Tampa

4.91 out of 5 average rating, 434 reviews

Palm Tree Guest Private Studio

Welcome to my cozy guest studio in the Palmetto area of Tampa. Its a friendly studio with all the essentials for a comfortable stay. The studio is close to everything. The check in is full automated and we are close by should you need anything. We also have professional cleaning team that takes pride in providing you with an absolute clean place. - Convention center 3 miles - Amalie Arena 2.7 miles - Airport 11.5 miles - Busch Gardens 8 miles - Beaches 28.1 miles

Top Guest favourite

A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.

Guest suite in Tampa

4.96 out of 5 average rating, 370 reviews

The Pearl at Ridgewood Park

Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

Top Guest favourite

A mid-century four-plex presents a two-story structure with a light green facade and red accents. The entrance features a red porch surrounded by two mature trees. Large windows with window coverings are evident, providing natural light to the interior.

Apartment in Tampa

4.93 out of 5 average rating, 216 reviews

Charming Davis Islands 2 BR apt Just off Water!

Private 2 bedroom second floor apartment in mid-century 4 plex with original hardwood floors plus huge balcony with view of the channel. Near Tampa General Hospital and downtown, this comfy space was just totally remodeled. Freshly painted, new window coverings. SO CLOSE to many destinations including restaurants, cafes and shops. WiFi. Shared washer and dryer on site. Central AC. Beach chairs! On site management. No pets, no smoking.