Family-friendly holiday rentals in Harbour Island

4.87 out of 5 average rating, 1,107 reviews

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

Indoor spacesKitchenOutdoor spaces

Guest favourite

A cozy living area features a neutral sofa and an orange ottoman, complemented by a light wooden table and a television. Natural light filters through the white blinds, illuminating the soft, carpeted floor. Two framed artworks are displayed on the pastel green wall.

4.92 out of 5 average rating, 167 reviews

HYDE PARK! Walk to Bayshore, Riverwalk, &. UT!

UPSCALE HYDE PARK SOUTH TAMPA/ BAYSHORE AREA! **5 STAR REVIEWS!** Coastal inspired space w/ elegant "claw foot tub" (with shower) designed w/comfort in mind w/ private garden inspired courtyard ! Nestled in tree lined neighborhood of million dollar homes. walking distance to Hyde Park Village w/ 5 star restaurants, elegant boutiques and shops. Walk to Bayshore (.3 miles), SOHO, Hyde Park Village (.5 miles) , Tampa Convention Center, Tampa Riverwalk (.8 miles), Tampa General, & Downtown Tampa!

Indoor spacesKitchenBreakfast

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.

4.93 out of 5 average rating, 167 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.

FamilyKitchenWi-Fi

Guest favourite

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Tampa

4.93 out of 5 average rating, 135 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Indoor spacesKitchenWalkability

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.89 out of 5 average rating, 439 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.

FamilyIndoor spacesGetting around

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

4.97 out of 5 average rating, 172 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

FamilyIndoor spacesComfort

4.99 out of 5 average rating, 526 reviews

A spacious living room features a comfortable sectional sofa with blue and gray accents, accompanied by a coffee table. Artwork is displayed on the walls, while a flat-screen TV is mounted above a stylish media console. Natural light streams through plantation shutters, enhancing the inviting ambiance.

Townhouse in Tampa

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs

Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

FamilyKitchenLong stay

4.86 out of 5 average rating, 485 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.

KitchenIndoor spacesComfort

4.96 out of 5 average rating, 121 reviews

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

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.

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Superhost

4.95 out of 5 average rating, 115 reviews

Mint House by Kasa | Studio in Tampa Downtown

Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

KitchenIndoor spacesAccess

A spacious rooftop terrace is furnished with a shaded seating area, featuring dark wood chairs and a cushioned sofa, surrounded by potted plants. A large umbrella provides shade, while an area rug defines the seating space against the backdrop of lush greenery and clear blue skies.

4.93 out of 5 average rating, 100 reviews

Great For Couples + Work Trips • Central • PetsOK

🏙 Located in Tampa’s most vibrant neighborhood — walk to Bayshore Blvd, SoHo, and charming Hyde Park! 🌞 Perfect weekend escape or cozy work-travel retreat 🏡 Private guesthouse with exclusive rooftop access — enjoy your morning coffee or evening wine with a view 💼 Ideal for business travelers — comfortable, quiet, and centrally located ☕ Surrounded by local cafes, restaurants, nightlife, and boutiques 🚫 Please note: This unit is not handicap-accessible and requires stairs

Indoor spacesFamilyAmenities

A cozy living area features a brown sofa paired with two woven stools. A fireplace is elegantly styled with stacked logs, while soft lighting illuminates the space. A small dining table with wooden chairs is positioned near a window, enhancing the inviting atmosphere.