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Family-friendly vacation rentals in Harbour Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Harbour Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Davis Islands

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.

4.87 out of 5 average rating, 1117 reviews
Top guest favorite
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 Davis Islands

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.

4.93 out of 5 average rating, 168 reviews
Guest favorite
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

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.

4.94 out of 5 average rating, 140 reviews
Top guest favorite
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 Historic Hyde Park

Luxury Townhome - Tampa/Hyde Park/Bucs/Lightning

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.

4.99 out of 5 average rating, 528 reviews
Guest favorite
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 Palmetto Beach

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.

4.89 out of 5 average rating, 287 reviews
Guest favorite
Apartment in Historic Hyde Park

***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.

4.86 out of 5 average rating, 487 reviews
Top guest favorite
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 Channel District

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.

4.96 out of 5 average rating, 121 reviews
Guest favorite
Apartment in Tampa Downtown

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.

4.95 out of 5 average rating, 127 reviews
Top guest favorite
Home in Tampa

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd, near Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins (with the option to convert to a King) custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after area.

4.98 out of 5 average rating, 267 reviews
Top guest favorite
The entrance of a bungalow features a bright yellow front door framed by lush green tropical plants. A stone pathway leads up to the door, flanked by manicured landscaping, creating an inviting entryway. Two windows are visible, adding charm to the home’s facade.
Bungalow in Tampa

Lemon House near Downtown Tampa

Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.

4.95 out of 5 average rating, 372 reviews
Top guest favorite
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.
Apartment in Historic Hyde Park

Casita Palma ~ Old Hyde Park

Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.

4.98 out of 5 average rating, 187 reviews
Superhost
A modern kitchen features white cabinetry and stainless-steel appliances, including an oven and refrigerator. Large windows allow natural light to fill the space, enhancing the light wood flooring. A small potted plant rests on a woven mat, adding a touch of greenery to the room.
Home in Palmetto Beach

Cozy Historic & Chic Home ~ 6 mins from downtown

Step into Tampa history with this renovated 1910 home in Palmetto Beach! Blending historic charm with modern comforts, this cozy retreat is minutes from downtown Tampa, Ybor City, the cruise port, and Amalie Arena. Walk or bike to DeSoto Park for waterfront views or explore top dining and nightlife nearby. Cruise Port: 2 miles Convention Center: 2 miles Amalie Arena: 2.5 miles Sportsplex of Tampa: 6 miles Tampa Airport: 9 miles

4.9 out of 5 average rating, 155 reviews

Popular amenities for Harbour Island family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
An inviting backyard oasis features a spacious hot tub surrounded by a carpeted grass area. Comfortable outdoor furniture is arranged under a gazebo, complemented by a wooden pergola and tropical landscaping, creating a serene space for relaxation and leisure.
Townhouse in Tampa Heights

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

4.95 out of 5 average rating, 280 reviews
Top guest favorite
The outdoor area features a spacious heated pool surrounded by a lush green lawn. Colorful lounge chairs are arranged along one side, with a hammock set up for relaxation. Soft lighting is strung above an entertainment area, creating an inviting ambiance in the evening sky.
Home in Tampa

Luxe Villa • Pool • Spa • Fire Pit • Games & More!

4.9 out of 5 average rating, 143 reviews
Guest favorite
Home in Tampa

Luxury Retreat~Private Hot tub~9 mins to Downtown

4.92 out of 5 average rating, 168 reviews
Guest favorite
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.
Guesthouse in Tampa

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

4.97 out of 5 average rating, 177 reviews
Guest favorite
The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.
Home in Tampa

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

4.94 out of 5 average rating, 116 reviews
Top guest favorite
Bungalow in Tampa

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!

4.98 out of 5 average rating, 123 reviews
Guest favorite
An outdoor area features a private spa with bubbling water, surrounded by lush greenery. Warm string lights illuminate the patio, enhancing the welcoming atmosphere. The modern home design includes large glass doors leading to a dining space, visible through the open layout.
Home in Tampa

Unforgettable Fortress - Near Everything Tampa

4.95 out of 5 average rating, 266 reviews
Guest favorite
Guest suite in Tampa

Comfort Retreat | Private Hot Tub & Pool

4.93 out of 5 average rating, 254 reviews

Family- and pet-friendly home rentals

Top guest favorite
A softly lit pool area is showcased at night, featuring a clear swimming pool surrounded by pavers. Lounge chairs are visible near a wooden pergola, while string lights gently illuminate the landscape, enhancing the tranquil atmosphere with lush vegetation in the background.
Guest suite in Tampa

The Gem at Ridgewood Park

4.93 out of 5 average rating, 339 reviews
Top guest favorite
A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.
Apartment in Tampa

Hyde Park "Industrial-chic" with Private Backyard

4.97 out of 5 average rating, 459 reviews
Guest favorite
Home in Tampa

Single Family Pool Home, Close to Downtown Tampa!

4.84 out of 5 average rating, 246 reviews
Guest favorite
A cozy bedroom is highlighted by large windows that allow ample natural light. A spacious bed is adorned with soft bedding and decorative pillows in neutral and warm tones. A fresh plant is visible through the window, adding a touch of nature to the interior.
Home in Tampa

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball

4.94 out of 5 average rating, 108 reviews
Top guest favorite
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.
Guesthouse in Tampa

Great For Couples + Work Trips • Central • PetsOK

4.93 out of 5 average rating, 104 reviews
Top guest favorite
A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.
Home in Tampa

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

4.95 out of 5 average rating, 298 reviews
Top guest favorite
Guesthouse in Historic Hyde Park

Comfy Apartment by Epicurian Berns SoHo Bayshore

4.99 out of 5 average rating, 217 reviews
Top guest favorite
Tiny home in Ybor City Historic District

Tiny House in Historic Ybor City

4.96 out of 5 average rating, 1085 reviews

Family-friendly home rentals with a pool

Top guest favorite
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.
Guesthouse in Tampa Heights

Pool Side Getaway, Walk/Bike Tampa River Walk

4.89 out of 5 average rating, 439 reviews
Guest favorite
A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.
Home in Tampa

Lakeview Retreat with Private Pool Perfect Getaway

4.97 out of 5 average rating, 138 reviews
Guest favorite
The charming exterior features a blue wooden house with a welcoming front porch. Two bright yellow chairs sit invitingly on the porch. Lush greenery surrounds the home, and a white picket fence adds to the inviting atmosphere. A decorative plant is positioned beside the door.
Bungalow in Tampa

•La Casa De Belen• Bungalow in Ybor City!

4.94 out of 5 average rating, 142 reviews
Guest favorite
A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.
Home in Tampa

Luxurious "Riverfront Oasis" - Waterfront w/pool

4.92 out of 5 average rating, 229 reviews
Guest favorite
A spacious backyard is shown, featuring a vibrant green lawn and shaded areas created by large umbrellas. Comfortable lounge chairs are positioned under the shade, while potted plants add a touch of greenery. A covered seating area can be seen in the background.
Bungalow in Tampa

Welcome to The Plaza Tampa

4.98 out of 5 average rating, 104 reviews
Superhost
A screened-in pool area is present with a vibrant blue pool reflecting the evening sky. Soft white orbs float on the water's surface. Lush greenery and palm trees line the backdrop, enhancing the tranquil waterfront setting as the sun sets.
Villa in Tampa

Casa Azul Tampa (As Seen on TV)

4.88 out of 5 average rating, 107 reviews
Superhost
Home in Tampa

Disfruta cada momento

4.88 out of 5 average rating, 139 reviews
Guest favorite
A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.
Home in Tampa

Private House with Pool and Cabana

4.94 out of 5 average rating, 139 reviews

Destinations to explore