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, 155 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.

Top Guest favourite
Guesthouse in Florida
5 out of 5 average rating, 144 reviews

Charming Carriage House in Hyde Park Village SoHo

Take an early morning walk with water views along famed Bayshore Blvd, window shop in Hyde Park, enjoy the weekend farmers market, indulge in Hyde Park restaurants, live a little with the lively bar life in SoHo, then come back and relax in our NEWLY renovated 600 sq ft, 2nd floor carriage house. Discover a great hideaway in this thoughtfully designed South Tampa unit located in the highly sought-after and amenity rich Historic Hyde Park Village - rated the #2 neighborhood in the US (by Niche).

Top 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
4.86 out of 5 average rating, 1,038 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
The bedroom features a queen bed with light bedding, complemented by a decorative throw. A dresser sits opposite, while two windows allow natural light to fill the room. A ceiling fan offers airflow, and a piece of wall art adds a touch of elegance.
Place to stay in Tampa
5 out of 5 average rating, 133 reviews

Suite Bungalow C Hyde Park Village SoHo

Newly renovated 1919 bungalow unit, steps from Hyde Park Village. This 2nd floor apt., is conveniently located to Hyde Park Village, Bayshore, UT Downtown Tampa, and SOHO district. Hyde Park and SOHO are home to Tampa's top restaurants, upscale shops, movie theater, bars, and nightlife. This is a second story unit, access upstairs is an indoor spiral staircase. This cozy bungalow is located on a historic pedestrian street with no onsite parking. Plenty of street parking near the unit.

Guest favourite
The living area is furnished with a gray sofa and a coffee table positioned on a textured area rug. A flat-screen television is mounted on the wall, while natural light filters through two windows, complemented by minimalist decor featuring a black and white art piece.
Guesthouse in Tampa
4.9 out of 5 average rating, 267 reviews

cute comfy & cozy 2nd Floor Guest Suite (Seashell)

Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

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
4.86 out of 5 average rating, 462 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
An airy living room is visible from above, featuring a cozy seating arrangement with two armchairs and a sofa. Large windows allow natural light to fill the space, highlighting warm wood flooring and a tasteful area rug. Artwork adorns the walls, enhancing the contemporary design.
Loft in Tampa
4.96 out of 5 average rating, 112 reviews

Lofts on 12th-B: Channelside/Downtown Tampa

This bright and airy loft is one of two available at Lofts on 12th, located in the heart of the Channel District in downtown Tampa. The loft is a quiet urban oasis minutes from some of the best that Tampa has to offer, from the RiverWalk, to Sparkman's Wharf, to the Convention Center, to Amalie Arena. Great for couples, girls'/guys' getaways, solo adventures and convention and business travelers looking to stay Tampa's most popular destination. No pets or kids under 12 are allowed.

Top Guest favourite
A modern kitchen features a central island with three wooden stools, surrounded by light wood cabinetry. A stainless steel refrigerator and cooking appliances are present. Natural light floods the space through three windows, illuminating the white countertops and simple decor.
Home in Tampa
4.93 out of 5 average rating, 139 reviews

The Fremont, Villa 3. Walk to Hyde Park!

Stunning design and exceptional location just steps from Hyde Park Village and Soho make this the perfect fit for your next stay in Tampa. This one bedroom luxury private villa was built specifically for Airbnb and just completed in March of 2024! The 14 foot vaulted ceilings and white oak cabinetry make this unit feel like a luxury hotel! Traveling for a few nights or a few months, this unit has it all. Extremely spacious and beaming with natural light this unit will not disappoint!

Guest favourite
A cozy sleeping area features a compact bed with a navy blue coverlet. Two rolled towels are neatly arranged on the bed. Natural light filters through two windows adorned with white blinds, and a light-colored nightstand sits beside the bed, illuminated by a small lamp.
Guest suite in Tampa
4.93 out of 5 average rating, 181 reviews

Shabby Chic Studio in West Tampa.

This private studio is located in the West Tampa area next to Raymond James Buccaneer Stadium. Very close to downtown, Midtown, Tampa airport, International plaza , the interstate, and to popular restaurants such as Flemings, Ocean Prime and Armature works. It comfortably accommodates up to 2 people. This shabby chic hideaway is ideal for touristic or work/study related trips. Every detail has been well-thought and curated to deliver the best experience for our guests.

Top Guest favourite
A well-furnished living area features a plush gray sofa and a round dining table set for two. Natural light streams through window shutters, illuminating the space, while decorative elements like a lamp and wall art enhance the room's appeal.
Apartment in Tampa
4.97 out of 5 average rating, 187 reviews

Heavenly Hyde Park-Walk to Berns- Big1-Bdrm Suite

Walk through Tampa's most stately neighborhoods to fab Bern's Steakhouse, Hyde Park Village and Bayshore Blvd. Our SoHo/Hyde Park guest apartment is the first floor of our 3-floor townhouse with private entrance and on-street parking. Large bedroom has luxury king bed and premium linens. The kitchenette/bar is well equipped. Two laptop computer work stations. $7-$9 Uber to downtown and Amalie Arena $12 - $16 to/from Tampa International Airport.

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
4.92 out of 5 average rating, 224 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.

Top Guest favourite
A cozy living area features a light-colored sofa paired with a stylish armchair. A wooden coffee table sits centrally, showcasing decorative items. Natural light enters through a large window, while a guitar leans against the wall beside a neatly stacked log fireplace.
Apartment in Tampa
4.99 out of 5 average rating, 275 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.

Popular amenities for Harbour Island holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Hillsborough County
  5. Tampa
  6. Harbour Island