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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

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

4.92 out of 5 average rating, 143 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.

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.

4.91 out of 5 average rating, 244 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).

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

4.88 out of 5 average rating, 387 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.

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, 990 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.

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, 320 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.

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, 259 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.

Top guest favorite

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.

4.93 out of 5 average rating, 118 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!

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

Tiny home in Tampa

4.99 out of 5 average rating, 534 reviews

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

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, 166 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 favorite

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, 115 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.

Top guest favorite

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, 350 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.

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, 205 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.

Vacation rentals for every style

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Unique stays

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Popular amenities for Harbour Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A hot tub features bubbling water illuminated by purple lights, surrounded by green foliage. In the background, a cozy seating area is visible, along with a shed that offers additional outdoor storage.

4.95 out of 5 average rating, 158 reviews

Tropical casita

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

Guesthouse in St. Petersburg

4.83 out of 5 average rating, 356 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

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

4.96 out of 5 average rating, 233 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

A light-filled living area is presented with a white sectional sofa and a coffee table. Large sliding glass doors lead to the outdoor space, framed by sheer curtains. A colorful artwork adorns the wall, complemented by decorative plants and ambient lighting.

Townhouse in Tampa

4.91 out of 5 average rating, 147 reviews

Boho Modern Home with Jacuzzi. In Downtow.

A private hot tub is situated within a wooden gazebo, surrounded by large glass windows. Light reflects off the water's surface, creating a serene environment. An indoor seating area is visible in the background, enhancing the relaxation space.

4.92 out of 5 average rating, 113 reviews

Lovely 2-bedroom private Apt. with hot tub.

Top guest favorite

A vibrant blue tiny house exterior is visible, featuring large glass double doors that lead inside. A green grass mat is placed at the entrance, and a hot tub is situated to one side, surrounded by a patio area and mature trees.

Guesthouse in Tampa

4.97 out of 5 average rating, 196 reviews

ZERO Cleaning Fees - Hot Tub Tiny House

Top guest favorite

The kitchen area features a sleek layout with modern appliances, including a blue vintage refrigerator. A spacious sink is integrated into the countertop with ample storage cabinets above. A cozy seating area is located to the left, showcasing a daybed with decorative pillows.

Camper/RV in Tampa

4.96 out of 5 average rating, 145 reviews

Cozy Camper + outdoor shower, fire pit & hottub!

A hot tub is positioned beside a fire pit, surrounded by greenery and decorative lighting. A projector screen displays images, creating an inviting atmosphere for outdoor entertainment. The space is enhanced by potted plants and gravel pathways, offering a serene retreat.

Guesthouse in Tampa

4.93 out of 5 average rating, 164 reviews

HOT TUB & Free Wine !, Ping-Pong, Outdoor Theatre

Family- and pet-friendly home rentals

A modern kitchen features a large white countertop with a spacious sink. Warm-toned wooden chairs are positioned at the counter. Minimalist cabinetry and pendant lights create a bright and clean atmosphere. Light from nearby windows enhances the inviting feel of the open space.

Apartment in Tampa

4.91 out of 5 average rating, 103 reviews

Workers Paradise | Spacious | Saltwater Pool!

Top guest favorite

Guesthouse in Town 'n' Country

4.98 out of 5 average rating, 254 reviews

Entire Guest House near Tampa airport

An open dining area is furnished with a round wooden table set for four, showcasing clear glassware and blue-patterned plates. Adjacent is a living space featuring a light sofa with a vibrant blanket draped over it. A flat-screen TV is mounted on the wall, complemented by a green plant.

Apartment in Tampa

4.77 out of 5 average rating, 210 reviews

King Bed in MidtownWalk to Alessi Bakery & Midtown

A welcoming living room features a dark front door, a light-colored wall, and natural wood flooring. A green sectional couch and a round orange ottoman provide seating options. A small plant is situated next to the couch, and a framed piece of artwork adorns the wall.

4.92 out of 5 average rating, 129 reviews

Historic 2BR Bungalow, 7 Min TPA

Guesthouse in Tampa

4.99 out of 5 average rating, 140 reviews

ONE Guest Tiny Ybor Mustard House

A compact room is furnished with a spacious bed covered in a floral-patterned blanket. A small table with two stools is positioned next to the wall, accompanied by a refrigerator. A ceiling fan is present, and natural light enters through a nearby door.

Guesthouse in Tampa

4.87 out of 5 average rating, 202 reviews

Brisas Del Mar private space near the airport

The exterior of the house displays a white facade with a metal roof, framed by lush greenery. A covered front porch with steps leading to the entrance is visible. The yard is neatly landscaped, featuring a small path and two recycling bins positioned on either side.

Bungalow in Tampa

4.87 out of 5 average rating, 245 reviews

La Casita Blanca, Ybor City, Tampa

Top guest favorite

A well-appointed bedroom features a spacious bed adorned with a seaside-themed quilt. Two comfortable chairs are positioned near a window, allowing natural light to fill the room. A desk and television are also visible, providing functional space for work or relaxation.

Guesthouse in Tampa

4.96 out of 5 average rating, 350 reviews

Luxury Modern Apartment A near Beachs and Airport

Family-friendly home rentals with a pool

A tranquil outdoor space features a private pool surrounded by lush greenery and lounge chairs. The vibrant sunset casts pink and orange hues over the water, with a boat docked in the background. Potted plants add a touch of nature to the serene setting.

Guest suite in Tampa

4.8 out of 5 average rating, 314 reviews

The Riverfront Suite at Casa del Alma

Top guest favorite

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

4.97 out of 5 average rating, 181 reviews

Tiki Themed Waterfront Condo on Tampa Bay

A shaded area above the pool is provided by a large canopy. The clear blue water of the pool reflects sunlight, while a playful floating toy adds a charming touch. Colorful Adirondack chairs are positioned around the pool, alongside the welcoming white cabana.

Tiny home in Tampa

4.96 out of 5 average rating, 291 reviews

Tiny House: Walk to coffee, beer and pizza!

A comfortable living area is highlighted by a black sofa with decorative pillows and a brown leather armchair. A round mirror adorns the wall, and a coffee table is placed on a patterned area rug. The open kitchen is visible in the background, featuring bar seating.

4.96 out of 5 average rating, 243 reviews

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.

Apartment in Tampa

4.84 out of 5 average rating, 174 reviews

Private apartment perfectly located in Citrus park

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.

4.91 out of 5 average rating, 190 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.94 out of 5 average rating, 323 reviews

Modern Waterfront Condo - Captivating Sunset Views

Guest suite in Tampa

4.95 out of 5 average rating, 110 reviews

West Tampa Villa 2 With Pool Oasis- Near Stadium

Destinations to explore