Oceanfront Rentals in Key West, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Key West

Refine your search

Price per night

Amenity Filter

Rating

1053 Best Oceanfront Rentals in Key West (Starting from $162)

La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
0.2k from Key West 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
Check Availability
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Condo
Key West, FL, 33040, United States
0.0k from Key West center

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

2 Bedrooms4 Guests
9.6

Exceptional

181 reviews

$526
Average price / night
Check Availability
Key West Villas
Key West Villas
Villa
Key West, FL, USA
0.2k from Key West center

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

9 Bedrooms28 Guests
9.7

Exceptional

379 reviews

$345
Average price / night
Check Availability
Key West Suites Hotel - Adam Scott Rote Suite
Key West Suites Hotel - Adam Scott Rote Suite
Apartment
Key West, FL, 33040, United States
0.0k from Key West center

AC, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.6

Exceptional

8 reviews

$1750
Average price / night
Check Availability
New Orleans House - Gay Male Adult Guesthouse
New Orleans House - Gay Male Adult Guesthouse
House
Key West, Florida, USA
0.2k from Key West 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
Check Availability
The Perch on Duval- Hip & Modern Duval Suite
The Perch on Duval- Hip & Modern Duval Suite
Apartment
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
9.8

Exceptional

15 reviews

$772
Average price / night
Check Availability
Tranquillity Guest House
Tranquillity Guest House
Apartment
Key West, FL, USA
0.3k from Key West 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
Check Availability
Casa Mamisa - 2 bedroom home in Old Town
Casa Mamisa - 2 bedroom home in Old Town
House
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$162
Average price / night
Check Availability
Courtney's Place Historic Cottages & Inns
Courtney's Place Historic Cottages & Inns
House
Key West, Florida, USA
0.3k from Key West 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
Check Availability
**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES
**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES
House
Key West, FL, 33040, United States
0.1k from Key West center

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

5 Bedrooms13 Guests
10.0

Exceptional

34 reviews

$1425
Average price / night
Check Availability
Bahama Gardens - Main House
Bahama Gardens - Main House
House
Key West, FL, USA
0.3k from Key West center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$2211
Average price / night
Check Availability
**CASITA ANGELITA @ OLD TOWN** Historic Condo by Duval + LAST KEY SERVICES...
**CASITA ANGELITA @ OLD TOWN** Historic Condo by Duval + LAST KEY SERVICES...
Condo
Key West, FL, 33040, United States
0.1k from Key West center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

128 reviews

$741
Average price / night
Check Availability
Bahama Gardens - Cigar House
Bahama Gardens - Cigar House
House
Key West, FL, USA
0.3k from Key West center

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

2 Bedrooms4 Guests
New to Booking
$1058
Average price / night
Check Availability
**VILLA ANGELITA @ OLD TOWN** Renovated Condo Off Duval + LAST KEY SERVICES...
**VILLA ANGELITA @ OLD TOWN** Renovated Condo Off Duval + LAST KEY SERVICES...
Condo
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms7 Guests
9.8

Exceptional

90 reviews

$833
Average price / night
Check Availability
Bahama Gardens - Conch House
Bahama Gardens - Conch House
House
Key West, FL, USA
0.3k from Key West center

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

2 Bedrooms5 Guests
8.2

Very Good

5 reviews

$1058
Average price / night
Check Availability
PINEAPPLE COTTAGE,  2BR/2BA-Pvt Pool,  1/2 block to Duval
PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
Cottage
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms4 Guests
10.0

Exceptional

236 reviews

$998
Average price / night
Check Availability
Bahama Gardens - Turtle House
Bahama Gardens - Turtle House
House
Key West, FL, USA
0.3k from Key West center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$1326
Average price / night
Check Availability
THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w/ Pool!
THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w/ Pool!
House
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms6 Guests
7.0

Good

4 reviews

$323
Average price / night
Check Availability
Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 23
Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 23
House
Key West, FL, USA
0.3k from Key West center

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

8 Bedrooms23 Guests
New to Booking
$4655
Average price / night
Check Availability
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Villa
Key West, FL, 33040, United States
0.1k from Key West center

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

3 Bedrooms8 Guests
9.8

Exceptional

174 reviews

$1100
Average price / night
Check Availability
Location In Down Town Key West W/ 2 Pools,  Huge Private Roof Deck & Parking
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Villa
key west, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms16 Guests
9.8

Exceptional

78 reviews

$2064
Average price / night
Check Availability
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

158 reviews

$822
Average price / night
Check Availability
Duval Dream Loft - On Duval street
Duval Dream Loft - On Duval street
Apartment
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms8 Guests
9.4

Superb

21 reviews

$977
Average price / night
Check Availability
The Collins - On Duval Street
The Collins - On Duval Street
Apartment
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms8 Guests
9.4

Superb

22 reviews

$1096
Average price / night
Check Availability
Duval's Duet - Double Balconies Duval Street
Duval's Duet - Double Balconies Duval Street
Apartment
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms16 Guests
9.6

Exceptional

11 reviews

$2107
Average price / night
Check Availability
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

104 reviews

$1422
Average price / night
Check Availability
**THE POETIC PINEAPPLE @ OLD TOWN** Charming 2BR/2BA Cottage + LAST KEY SERVICES
**THE POETIC PINEAPPLE @ OLD TOWN** Charming 2BR/2BA Cottage + LAST KEY SERVICES
House
Key West, FL, 33040, United States
0.1k from Key West center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$306
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 Key West.

Where to stay in Key West? Best neighborhoods & areas

Stay Near Key West's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Key West Oceanfront Rentals on the Map

Frequently Asked Questions

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

Oceanfront rental prices in Key West vary depending on the property size, exact beachfront location, and season. Rates typically start from around $162 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 Key West 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 Key West welcome pets. Currently, 32 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 Key West often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean 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.