Holiday rentals in Harbour Island

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Top-rated holiday rentals in Harbour Island

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Guest favourite

Flat in Davis Islands

4.92 out of 5 average rating, 118 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.

5–12 Apr

$159 SGD per night

Guest favourite

Home in Tampa Heights

4.97 out of 5 average rating, 107 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! 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, W/D & Everything you need provided for a NO stress stay!

12–19 Sep

$238 SGD per night

Guest favourite

Guest suite in Davis Islands

4.95 out of 5 average rating, 465 reviews

Davis Islands Private Guest Suite

Welcome to Davis Islands! Our contemporary guest suite is perfect for couples, solo travelers, or small families. LOCATION: Close proximity to local restaurants and bars, downtown, convention center, Tampa General Hospital, Amalie Arena, & more. AMENITIES: cable/internet, a kitchenette (half-kitchen includes fridge & stovetop; does not include freezer or oven), coffee & tea, A/C, & a washer/dryer unit. We provide towels, linens, & some essential toiletries. People of all backgrounds welcome!

4–11 Aug

$165 SGD per night

Guest favourite

Guest house in Tampa Heights

4.88 out of 5 average rating, 320 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

16–23 Sep

$172 SGD per night

Guest favourite

Guest house in Davis Islands

4.84 out of 5 average rating, 892 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.

10–17 Nov

$150 SGD per night

Guest favourite

Apartment in Downtown Tampa

5.0 out of 5 average rating, 275 reviews

Breathtaking Penthouse Views of Downtown Tampa Bay

Spoil yourself with luxury in this spacious and modern high rise. Breathtaking views of Downtown Tampa and the Bay from the unit and walk-out balcony over 20 stories up! Much nicer than any downtown hotel. Conveniently located 10 minutes from airport and close to everything in downtown Tampa...Amalie Arena, Convention Center, Riverwalk, Florida Aquarium, grocery stores, restaurants, museums, theaters, parks, shopping. Just a short drive to Ybor, Busch Gardens, beaches, airport, and more.

30 Jul – 6 Aug

$312 SGD per night

Guest favourite

Home in Tampa Heights

4.9 out of 5 average rating, 180 reviews

Palm Ave. Carriage House in historic Tampa Heights

Contemporary large studio home located in heart of historic Tampa Heights! Private entrance, free parking, essentials provided, plus Netflix, Disney+, & HBO Max. 2 blocks walking distance of Armature Works food hall & Tampa Riverwalk, downtown's waterfront 2.6-mile trail. Less than a mile from Ybor City, downtown, & trendy Seminole Heights area restaurants, breweries, & more. Quick drive to South Tampa & Bayshore Blvd. Local beaches approx 30 miles away by hopping on nearby I-275 entrance!

14–21 Jan

$165 SGD per night

Guest favourite

Flat in Palmetto Beach Historic District

4.98 out of 5 average rating, 116 reviews

Perfectionist's Dream #1 Ybor,Down Town, close-in

Centrally located near the heart of downtown Tampa and the City of Ybor, our top floor Perfectionist Dream Too, places you near everything you need to do and see in Tampa. Careful attention has been paid to detail and comfort, so you may enjoy a restful and relaxing stay. A fully appointed kitchen, comfortable bed and convertible couch, accommodate up to four guests. Additionally you'll enjoy a beautiful night view from your spacious porch. We know you will love your stay.

27 May – 3 Jun

$154 SGD per night

Guest favourite

Flat in Davis Islands

4.96 out of 5 average rating, 137 reviews

Charming Davis Islands 1 BR apt Just off Water!

Private 1 bedroom second floor apartment in mid-century 4 plex with original hardwood floors plus huge balcony by the channel. Fully outfitted kitchen. 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.

13–20 Jul

$148 SGD per night

Guest favourite

Flat in Davis Islands

4.87 out of 5 average rating, 199 reviews

Vintage 1925 Davis Island-pet friendly near beach

"Great little place. Comfortable and clean. Located on a quiet street within walking distance to cafes/bars and convenience stores. Ubers were always nearby, never had to wait more than 10 minutes to get picked up. Electronic entry/exit was super-efficient." Vinny (recent guest) "This was my first rental ever and it was such a great experience! This is an awesome place tucked away but close to the city." Jeremy (recent guest)

2–9 Jul

$174 SGD per night

Guest favourite

Flat in Hyde Park North

4.98 out of 5 average rating, 177 reviews

Casita Serena ~ A Unique Historic Hyde Park Home

Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

28 Oct – 4 Nov

$237 SGD per night

Guest favourite

Tiny home in Ybor City Historic District

4.96 out of 5 average rating, 921 reviews

Tiny House in Historic Ybor City

Located in the National Historic District of Ybor City (and less than 5 minutes from Amalie Arena, the convention center, downtown and cruise ports!), our little cottage stacks up perfectly with the charm of its older neighbors while featuring all the modern conveniences. Tucked away from the energy of Ybor's renowned 7th Avenue, it's a short walk to plentiful dining/entertainment options.

1–8 Oct

$193 SGD per night