Oceanfront Rentals in The Kite House, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Key West
  6.  The Kite House

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1053 Best Oceanfront Rentals in The Kite House (Starting from $226)

The Island Suite at KW Vacation
The Island Suite at KW Vacation
Apartment
Key West, FL, USA
0.2k from The Kite House center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
9.6

Exceptional

36 reviews

$395
Average price / night
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Old Town! Spacious Condo in Historic Home w/Pool!
Old Town! Spacious Condo in Historic Home w/Pool!
Condo
Key West, FL, 33040, United States
0.0k from The Kite House center

AC, Balcony, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.4

Superb

10 reviews

$316
Average price / night
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Westwinds Inn
Westwinds Inn
House
Key West, FL, USA
0.3k from The Kite House center

B&bs, Accommodations, Pools, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals, Places to stay

27 Bedrooms28 Guests
8.8

Fabulous

732 reviews

$475
Average price / night
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Truman House - Private Pool Home in the Heart of Old Town Key West!
Truman House - Private Pool Home in the Heart of Old Town Key West!
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.4

Superb

9 reviews

$1391
Average price / night
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Courtney's Place Historic Cottages & Inns
Courtney's Place Historic Cottages & Inns
House
The Kite House, Key West, Florida, USA
0.3k from The Kite House center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Romantic, Pet-friendly, Lodgings

18 Bedrooms72 Guests
8.8

Fabulous

1291 reviews

$738
Average price / night
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Escape to \"Casa Escondida\"
Escape to \"Casa Escondida\"
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$474
Average price / night
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Key West Villas
Key West Villas
Villa
Key West, FL, USA
0.4k from The Kite House center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

9 Bedrooms28 Guests
9.7

Exceptional

379 reviews

$345
Average price / night
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Margaretaville - Private Home in Old Town Key West
Margaretaville - Private Home in Old Town Key West
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$226
Average price / night
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Elizabeth's Secret - Old Town Key West
Elizabeth's Secret - Old Town Key West
House
Key West, FL, USA
0.5k from The Kite House center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1628
Average price / night
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**THE ARTISTS' MUSE @ LOVE LANE** Immaculate Home & Pool + LAST KEY SERVICES...
**THE ARTISTS' MUSE @ LOVE LANE** Immaculate Home & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$545
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
0.5k from The Kite House center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

12 Bedrooms31 Guests
8.3

Very Good

54 reviews

$306
Average price / night
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Charming 3 bedroom blocks from Duval Street
Charming 3 bedroom blocks from Duval Street
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$613
Average price / night
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New Orleans House - Gay Male Adult Guesthouse
New Orleans House - Gay Male Adult Guesthouse
House
The Kite House, Key West, Florida, USA
0.5k from The Kite House center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Hot tubs

13 Bedrooms28 Guests
8.8

Fabulous

193 reviews

$575
Average price / night
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Newly Renovated Luxury Coastal Home in the Heart of Old Town Key West
Newly Renovated Luxury Coastal Home in the Heart of Old Town Key West
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Barbecue, Dryer, Extra Bed, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$782
Average price / night
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Rose Lane Villas
Rose Lane Villas
Villa
Key West, FL, USA
0.5k from The Kite House center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms26 Guests
8.4

Very Good

299 reviews

$345
Average price / night
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Curry House Room 1 - Near Duval, Pool & Balcony
Curry House Room 1 - Near Duval, Pool & Balcony
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

1 Bedroom2 Guests
8.4

Very Good

16 reviews

$402
Average price / night
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Tranquillity Guest House
Tranquillity Guest House
Apartment
Key West, FL, USA
0.7k from The Kite House center

Apartments, Cheap, Accommodations, Pools, Serviced apartments, 3-star, Lodgings, Places to stay

16 Bedrooms4 Guests
8.2

Very Good

255 reviews

$514
Average price / night
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Curry House Room 2 - Near Duval, Pool & Balcony
Curry House Room 2 - Near Duval, Pool & Balcony
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
8.8

Fabulous

15 reviews

$393
Average price / night
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Heron Hideaway
Heron Hideaway
Apartment
Key West, FL, USA
0.7k from The Kite House center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

1 Bedroom4 Guests
9.3

Superb

6 reviews

$384
Average price / night
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Curry House Room 5 - First Floor
Curry House Room 5 - First Floor
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

1 Bedroom2 Guests
8.2

Very Good

19 reviews

$427
Average price / night
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Curry House Room 3 & 4 - Near Duval
Curry House Room 3 & 4 - Near Duval
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Internet, Microwave, No Smoking, Patio, Pool, TV, Washer And Dryer

2 Bedrooms4 Guests
8.0

Good

19 reviews

$574
Average price / night
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Curry House Room 6 - Balcony & Pool
Curry House Room 6 - Balcony & Pool
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.6

Fabulous

23 reviews

$402
Average price / night
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Balcony, Pool, & Near Duval - Curry House Room 7
Balcony, Pool, & Near Duval - Curry House Room 7
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
7.6

Good

18 reviews

$427
Average price / night
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Shared Pool & Near Duval - Curry House Room 9
Shared Pool & Near Duval - Curry House Room 9
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Internet, Microwave, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom2 Guests
7.2

Good

17 reviews

$389
Average price / night
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Balcony, Pool, & Near Duval - Curry House Room 8
Balcony, Pool, & Near Duval - Curry House Room 8
Apartment
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Internet, Microwave, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom2 Guests
9.0

Fabulous

24 reviews

$406
Average price / night
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Private Heated Pool & Near Duval - The Curry House
Private Heated Pool & Near Duval - The Curry House
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Dryer, Internet, Laundry, Microwave, No Smoking, Outdoor Space, Patio

9 Bedrooms18 Guests
9.6

Exceptional

8 reviews

$3448
Average price / night
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Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
House
Key West, FL, 33040, United States
0.1k from The Kite House center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$574
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in The Kite House.

Where to stay in The Kite House? Best neighborhoods & areas

The Kite House Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1053 verified oceanfront rentals in The Kite House. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in The Kite House vary depending on the property size, exact beachfront location, and season. Rates typically start from around $226 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in The Kite House offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in The Kite House welcome pets. Currently, 28 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in The Kite House often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.