Estia Villas - Vacation Rentals in Harbour Island
Villa
10.0
(
31 Reviews
)
2 Bedrooms
3 Bathrooms
10 Guests
2196 ft²
-
Fireplace/Heating -
Balcony/Terrace -
Kitchen -
Parking
US $438
/Night
7 Nights - $3,067
9.7
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1399.31 ft²
-
Balcony/Terrace
-
View -
Parking
-
Air Conditioner
US $303
/Night
7 Nights - $2,123
4.8
(
38 Reviews
)
4 Bedrooms
1 Bathroom
9 Guests
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Air Conditioner
US $417
/Night
7 Nights - $2,922
Villa
10.0
(
1 Review
)
5 Bedrooms
5 Bathrooms
16 Guests
4004 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $966
/Night
7 Nights - $6,760
Villa
9.2
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $292
/Night
7 Nights - $2,043
Villa
6.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
8000 ft²
-
Private Pool -
Oceanfront -
Fireplace/Heating
-
Pool
US $923
/Night
7 Nights - $6,462
Villa
2 Bedrooms
1 Bathroom
4 Guests
1636 ft²
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $369
/Night
7 Nights - $2,586
Villa
9.6
(
14 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Fireplace/Heating
-
Pet Friendly -
Kitchen
-
Parking
US $214
/Night
7 Nights - $1,497
See More Harbour Island Vacation Rentals
Luxury Places to Stay in Harbour Island
Over 2262+
Luxury Places to Stay in or Near Harbour Island
House
2 Bedrooms
2 Bathrooms
8 Guests
2062 ft²
-
Kitchen
-
Air Conditioner
-
Internet -
TV
US $2,363
/Night
7 Nights - $16,541
Hotel
4 Bathrooms
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $1,715
/Night
7 Nights - $12,008
House
10.0
(
1 Review
)
6 Bedrooms
5 Bathrooms
16 Guests
-
Spa -
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $1,626
/Night
7 Nights - $11,379
6 Bedrooms
5 Bathrooms
12 Guests
4940.63 ft²
-
Fireplace/Heating
-
View
-
Pet Friendly
-
Parking
US $1,401
/Night
7 Nights - $9,805
1 Bedroom
1 Bathroom
4 Guests
796.53 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Parking
-
Air Conditioner
US $1,320
/Night
7 Nights - $9,240
Hotel
4 Bathrooms
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $1,309
/Night
7 Nights - $9,162
6 Bedrooms
5 Bathrooms
16 Guests
5005.22 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
View
-
Pet Friendly
US $1,282
/Night
7 Nights - $8,972
Hotel
3 Bathrooms
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $1,256
/Night
7 Nights - $8,794
Find More Harbour Island Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Harbour Island
Over 325+
Top-Rated Vacation Rentals with a Pool in or Near Harbour Island
Cottage
10.0
(
104 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
400 ft²
-
Private Pool
-
Hot Tub -
Fireplace/Heating
-
Pool
US $174
/Night
7 Nights - $1,216
House
10.0
(
55 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
1896 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $796
/Night
7 Nights - $5,575
House
10.0
(
39 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $408
/Night
7 Nights - $2,855
House
10.0
(
26 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $936
/Night
7 Nights - $6,555
House
10.0
(
24 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $257
/Night
7 Nights - $1,800
Apartment
10.0
(
18 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Pet Friendly
US $302
/Night
7 Nights - $2,117
House
10.0
(
16 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1655 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $450
/Night
7 Nights - $3,147
House
10.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2400 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $705
/Night
7 Nights - $4,932
Pet-Friendly Vacation Rentals in Harbour Island
Over 1136+
Pet-Friendly Vacation Rentals in or Near Harbour Island
House
10.0
(
91 Reviews
)
4 Bedrooms
3 Bathrooms
6 Guests
2240 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $587
/Night
7 Nights - $4,112
1 Bedroom
1 Bathroom
5 Guests
602.78 ft²
-
Pool
-
Ocean View -
View
-
Pet Friendly
US $1,000
/Night
7 Nights - $7,000
9.6
(
480 Reviews
)
1 Bathroom
-
Fireplace/Heating
-
Breakfast -
Pet Friendly
-
Kitchen
US $255
/Night
7 Nights - $1,788
Apartment
10.0
(
115 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
1300 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $281
/Night
7 Nights - $1,970
House
10.0
(
53 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $225
/Night
7 Nights - $1,573
House
10.0
(
33 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $236
/Night
7 Nights - $1,653
House
10.0
(
25 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
US $434
/Night
7 Nights - $3,036
Apartment
10.0
(
23 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
810 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $350
/Night
7 Nights - $2,451
See More Pet-Friendly Vacation Rentals in Harbour Island on PetFriendly.io
Large Vacation Homes & Villas in Harbour Island
Over 246+
Large Vacation Homes & Villas in or Near Harbour Island
House
10.0
(
33 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $427
/Night
7 Nights - $2,988
10.0
(
2 Reviews
)
1 Bedroom
5 Bathrooms
16 Guests
2830.91 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Parking
-
Air Conditioner
US $722
/Night
7 Nights - $5,054
House
9.2
(
10 Reviews
)
6 Bedrooms
5 Bathrooms
16 Guests
2835 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $481
/Night
7 Nights - $3,367
House
10.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2733 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $470
/Night
7 Nights - $3,291
House
10.0
(
11 Reviews
)
6 Bedrooms
3 Bathrooms
14 Guests
46285 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $524
/Night
7 Nights - $3,671
House
10.0
(
10 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
2402 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $753
/Night
7 Nights - $5,270
House
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $657
/Night
7 Nights - $4,600
House
10.0
(
8 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Pet Friendly
US $892
/Night
7 Nights - $6,245
See More Family Vacation Rentals in Harbour Island on FVR
Wheelchair Accessible Vacation Homes in Harbour Island
Over 329+
Wheelchair Accessible Vacation Homes in or Near Harbour Island
Apartment
10.0
(
11 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $241
/Night
7 Nights - $1,684
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
645.83 ft²
-
Fireplace/Heating
-
View
-
Pet Friendly
-
Parking
US $263
/Night
7 Nights - $1,843
9.4
(
2419 Reviews
)
1 Bathroom
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Kitchen
US $175
/Night
7 Nights - $1,222
Apartment
10.0
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Air Conditioner
US $228
/Night
7 Nights - $1,597
Apartment
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
797 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $322
/Night
7 Nights - $2,253
Condo
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
908 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $267
/Night
7 Nights - $1,867
Apartment
10.0
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1100 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $341
/Night
7 Nights - $2,385
Apartment
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
797 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $308
/Night
7 Nights - $2,153
Harbour Island Vacation Rentals and Airbnb Places to Stay Under $200
Over 883+
Harbour Island Vacation Rentals and Airbnb Places to Stay Under $200
Condo
9.6
(
42 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1000 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $181
/Night
7 Nights - $1,270
US $131
/Night
7 Nights - $917
9.4
(
1043 Reviews
)
1 Bathroom
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Kitchen
US $175
/Night
7 Nights - $1,222
House
10.0
(
57 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1154 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $186
/Night
7 Nights - $1,303
House
10.0
(
57 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $185
/Night
7 Nights - $1,297
House
10.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Parking
-
Air Conditioner
-
Internet
US $92
/Night
7 Nights - $643
House
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1238 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $174
/Night
7 Nights - $1,215
Apartment
10.0
(
12 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $180
/Night
7 Nights - $1,260
See More Harbour Island Vacation Rental Deals
Instantly Bookable Vacation Homes in Harbour Island
Over 1357+
Instantly Bookable Vacation Homes in or Near Harbour Island
House
9.4
(
153 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $208
/Night
7 Nights - $1,453
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
931 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $333
/Night
7 Nights - $2,332
Condo
9.6
(
35 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1236 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $207
/Night
7 Nights - $1,446
Apartment
10.0
(
147 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $229
/Night
7 Nights - $1,601
Apartment
10.0
(
84 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $230
/Night
7 Nights - $1,609
House
10.0
(
78 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1363 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $331
/Night
7 Nights - $2,320
Condo
10.0
(
52 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1072 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $275
/Night
7 Nights - $1,927
Condo
10.0
(
43 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1236 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $224
/Night
7 Nights - $1,571
About Harbour Island Vacation Rentals
With more than 28 Harbour Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Harbour Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Harbour Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Harbour Island. Places to stay near Harbour Island are 1417.25 ft² on average, with prices averaging US $521 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Harbour Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Harbour Island
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Harbour Island.
Weather in Harbour Island
View the weather forecast for Harbour Island before booking your Harbour Island Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Harbour Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Harbour Island?
There are a lot of options in Harbour Island. If you plan on staying in the Harbour Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Harbour Island:
- Casita on Fifth – Roosted Suite | 3BR Near 7th Ave
- Historic 5BR Duplex Steps from 7th Ave in Ybor City
- Tampa Ybor Bungalow
- Modern Private Tampa Getaway Steps from Ybor
- Luxury Wellness Retreat with Sauna and Cold Plunge
- Lively SoHo Luxury Townhome in Hyde Park!
- Spacious Modern 5-Bedroom House, Close to Downtown Tampa
- Luxury Mason Villa Tampa Bay
- Palm Villa Hostel
- Luxury Villa Near the Water w/Private Pool
How many vacation rentals have private pools in Harbour Island?
There are 76 vacation rentals with private pools near Harbour Island. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Harbour Island are best for families?
If you are looking for a family-friendly vacation home in Harbour Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Harbour Island:
How many vacation rentals are available in Harbour Island?
Currently, the total number of properties listed in 2026 is over 28 in the Harbour Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Harbour Island.
