Vacation rentals in Harbour Island, FL

Best Vacation rentals and Airbnb offers in Harbour Island, FL

Modern Casita near Amalie Arena, Ybor City, and Downtown

Apartment, Harbour Island

Modern Casita near Amalie Arena, Ybor City, and Downtown is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Modern Casita near Amalie Arena, Ybor City, and Downtown

Modern Casita near Amalie Arena, Ybor City, and Downtown is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $756.

From$71/night

Show›

Cozy Private Studio near Ibor & Port

Holiday Home, Harbour Island

Cozy Private Studio near Ibor & Port is a holiday home in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Cozy Private Studio near Ibor & Port

Cozy Private Studio near Ibor & Port is a holiday home in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $810.

From$83/night

Show›

Zebra House - Close 2 all TampaBay has to offer

Apartment, Harbour Island

Zebra House - Close 2 all TampaBay has to offer is a apartment in Harbour Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Zebra House - Close 2 all TampaBay has to offer

Zebra House - Close 2 all TampaBay has to offer is a apartment in Harbour Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $779.

From$84/night

Show›

Miami Art Deco Vibes • Stay Near Downtown

Apartment, Harbour Island

Miami Art Deco Vibes · Stay Near Downtown is a apartment in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Miami Art Deco Vibes • Stay Near Downtown

Miami Art Deco Vibes · Stay Near Downtown is a apartment in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $882.

From$86/night

Show›

Browse Waterfront Vacation Rentals in Harbour Island, FL

Discover vacation rentals close to the coast, water, and beach areas around Harbour Island, FL.

Couple's Retreat 5 Mi to Tampa Riverwalk!

Holiday Home, Harbour Island

Couple's Retreat 5 Mi to Tampa Riverwalk! is a holiday home in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Couple's Retreat 5 Mi to Tampa Riverwalk!

Couple's Retreat 5 Mi to Tampa Riverwalk! is a holiday home in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,202.

From$88/night

Show›

Swann Ave Suite Walk to Bayshore Hyde Park

Apartment, Harbour Island

Swann Ave Suite Walk to Bayshore Hyde Park is a apartment in Harbour Island, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Swann Ave Suite Walk to Bayshore Hyde Park

Swann Ave Suite Walk to Bayshore Hyde Park is a apartment in Harbour Island, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,094.

From$117/night

Show›

Swann Ave Suite Walk to Bayshore Hyde Park

Apartment, Harbour Island

Swann Ave Suite Walk to Bayshore Hyde Park is a apartment in Harbour Island, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Swann Ave Suite Walk to Bayshore Hyde Park

Swann Ave Suite Walk to Bayshore Hyde Park is a apartment in Harbour Island, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,169.

From$131/night

Show›

2BD Massage Chair Suite Near Beaches & Downtown

Holiday Home, Harbour Island

2BD Massage Chair Suite Near Beaches & Downtown is a holiday home in Harbour Island, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 2BD Massage Chair Suite Near Beaches & Downtown

2BD Massage Chair Suite Near Beaches & Downtown is a holiday home in Harbour Island, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,516.

From$151/night

Show›

Browse Vacation Rentals with a Pool in Harbour Island, FL

Add a pool to the search when you want an easy place to cool off between outings.

Quiet & Cozy South Tampa Suite in Gated Community

Apartment, Harbour Island

Quiet & Cozy South Tampa Suite in Gated Community is a apartment in Harbour Island, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About Quiet & Cozy South Tampa Suite in Gated Community

Quiet & Cozy South Tampa Suite in Gated Community is a apartment in Harbour Island, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $836.

From$86/night

Show›

The Capri Villa - Stay for 6

Condo, Harbour Island

The Capri Villa - Stay for 6 is a condo in Harbour Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The Capri Villa - Stay for 6

The Capri Villa - Stay for 6 is a condo in Harbour Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,089.

From$88/night

Show›

Elegant 1BR Walkable to Dining, Pool + Gym

Apartment, Harbour Island

Elegant 1BR Walkable to Dining, Pool + Gym is a apartment in Harbour Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Elegant 1BR Walkable to Dining, Pool + Gym

Elegant 1BR Walkable to Dining, Pool + Gym is a apartment in Harbour Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,138.

From$116/night

Show›

Pool, Waterfront Community, Palmetto Beach 3

Apartment, Harbour Island

Pool, Waterfront Community, Palmetto Beach 3 is a apartment in Harbour Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

Read more

About Pool, Waterfront Community, Palmetto Beach 3

Pool, Waterfront Community, Palmetto Beach 3 is a apartment in Harbour Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,183.

From$119/night

Show›

Best Harbour Island, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Tampa'ito Tiny Home

Holiday Home, Harbour Island

Tampa'ito Tiny Home is a holiday home in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Tampa'ito Tiny Home

Tampa'ito Tiny Home is a holiday home in Harbour Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $997.

From$103/night

Show›

Chic 1 BR in Historic Ybor City - Sleeps 4

Holiday Home, Harbour Island

Chic 1 BR in Historic Ybor City - Sleeps 4 is a holiday home in Harbour Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Chic 1 BR in Historic Ybor City - Sleeps 4

Chic 1 BR in Historic Ybor City - Sleeps 4 is a holiday home in Harbour Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$110/night

Show›

Channelside | 1BD | Free parking

Apartment, Harbour Island

Channelside · 1BD · Free parking is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Channelside | 1BD | Free parking

Channelside · 1BD · Free parking is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$118/night

Show›

Davis Islands 1 Bedroom Grecian Island

Apartment, Harbour Island

Davis Islands 1 Bedroom Grecian Island is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Davis Islands 1 Bedroom Grecian Island

Davis Islands 1 Bedroom Grecian Island is a apartment in Harbour Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,227.

From$119/night

Show›

Best Pet-Friendly Vacation Rentals in Harbour Island, FL

Bring your pet along with stays that welcome four-legged travelers.

Channelside | Amazing Studio | Free Pool

Apartment, Harbour Island

Channelside · Amazing Studio · Free Pool is a apartment in Harbour Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Channelside | Amazing Studio | Free Pool

Channelside · Amazing Studio · Free Pool is a apartment in Harbour Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,034.

From$104/night

Show›

Chic Channelside Getaway in DT

Apartment, Harbour Island

Chic Channelside Getaway in DT is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Chic Channelside Getaway in DT

Chic Channelside Getaway in DT is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,127.

From$115/night

Show›

1BR Channelside | Free Amenities + Prime Location

Apartment, Harbour Island

1BR Channelside · Free Amenities + Prime Location is a apartment in Harbour Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About 1BR Channelside | Free Amenities + Prime Location

1BR Channelside · Free Amenities + Prime Location is a apartment in Harbour Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,134.

From$115/night

Show›

Channelside Tampa 1BR | Gym, Pool, Parking

Apartment, Harbour Island

Channelside Tampa 1BR · Gym, Pool, Parking is a apartment in Harbour Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring…

Read more

About Channelside Tampa 1BR | Gym, Pool, Parking

Channelside Tampa 1BR · Gym, Pool, Parking is a apartment in Harbour Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,134.

From$115/night

Show›

Best Harbour Island, FL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Stylish Channelside Apt | Walk to Downtown Fun

Apartment, Harbour Island

Stylish Channelside Apt · Walk to Downtown Fun is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Stylish Channelside Apt | Walk to Downtown Fun

Stylish Channelside Apt · Walk to Downtown Fun is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,138.

From$116/night

Show›

Amazing view | Channelside | Mins to DT!

Apartment, Harbour Island

Amazing view · Channelside · Mins to DT! is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Amazing view | Channelside | Mins to DT!

Amazing view · Channelside · Mins to DT! is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,136.

From$116/night

Show›

Channelside: Amalie Arena | Convention Center | DT

Apartment, Harbour Island

Channelside: Amalie Arena · Convention Center · DT is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Channelside: Amalie Arena | Convention Center | DT

Channelside: Amalie Arena · Convention Center · DT is a apartment in Harbour Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,142.

From$116/night

Show›

Stylish 1BR in Heart of Channelside

Apartment, Harbour Island

Stylish 1BR in Heart of Channelside is a apartment in Harbour Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Stylish 1BR in Heart of Channelside

Stylish 1BR in Heart of Channelside is a apartment in Harbour Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,149.

From$117/night

Show›