Search Key West Villa Rentals from CA $275

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Browse Select Key West Villas

Property grounds
Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (32)
"I would not consider staying anywhere other than Key West Villas when visiting Key West. Hosts Kevin and his wife were super attentive, friendly and couldn't have been more hospitable! Our villa was well equipped and clean. Really enjoyed the daily Happy Hour gathering which included a wide variety of drinks and of course, the shot of the day! Look forward to returning here for another vacation!"
The price is CA $679
CA $861 total
includes taxes & fees
May 22 - May 23
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Pool
Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (34)
"Great place to stay and great owners!"
The price is CA $680
CA $861 total
includes taxes & fees
May 19 - May 20
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Pool
Harborwalk Hideaways by Brightwild |Prime Location
10.0 out of 10, Exceptional, (3)
"This property worked out fantastic for us. We had a large group for a bachelorette. We occupied the whole compound utilizing all 3 villas. The court yard with small pool was so cute and we loved sitting there and chatting about our previous night as a group while sipping our morning coffee. The rooms were super cute, clean and fit us all comfortably (we had 12 girls). We needed to contact the property managers a couple of times and they answered quickly and serviced our requests in a very timely...
The price is CA $1,296
CA $2,411 total
includes taxes & fees
May 19 - May 20
Harborwalk Hideaways by Brightwild |Prime Location
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Pool
Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (11)
"Will definitely stay here again! Awesome couple runs the place and everything from the parking to the happy hour fun to the very comfortable villa with a pool made this trip to Key West one of our best yet! A+ all the way!"
The price is CA $448
CA $568 total
includes taxes & fees
Jun 11 - Jun 12
Poolside Studio Villa Steps from Duval!
Exterior
Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (7)
"The location was perfect and the owners were amazing. The breakfast and happy hour were wonderful, I was always receiving texts to check on us. Would definitely stay here again!"
The price is CA $516
CA $654 total
includes taxes & fees
May 22 - May 23
Loft Villa Steps from Duval!
Pool
Poolside Queen Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is CA $366
CA $465 total
includes taxes & fees
May 29 - May 30
Poolside Queen Room Steps from Duval!
Pool
One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (6)
"Outstanding place to stay! Awesome amenities and great location! A definite stay and a place to return again! Nice continental breakfast, afternoon snacks, excellent happy hour and specialty shot of the day! Beautiful grounds, great pool, awesome hosts too! Thanks for a great stay at Key West Villas!"
The price is CA $543
CA $689 total
includes taxes & fees
May 22 - May 23
One Bedroom Deck Villa Steps from Duval!
Pool
Poolside King Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
The price is CA $407
CA $516 total
includes taxes & fees
May 29 - May 30
Poolside King Room Steps from Duval!
Pool
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
10.0 out of 10, Exceptional, (4)
"Our 2nd trip to Hyatt Beach Resort and love everything about it! Bathrooms were recently updated and place was clean, staff helpful and we'd go back again!"
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Pool
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
9.8 out of 10, Exceptional, (146)
"Great location if you want to be in the middle of Old Town, with lots to do within walking distance! Enjoyed this large condo, enough room for many. Also used the pool more than originally thought but it was very refreshing! Only downfall... the bar next door was very loud until 1a.m. almost every night, bring your ear plugs!!! Would definitely stay at this location again!"
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Pool
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
9.8 out of 10, Exceptional, (70)
"This property is ideal for a large group with plenty of space to spread out and also to gather. Perfectly located within walking distance of everything. Both units are very well appointed, extremely clean, and very comfortable. This is our second time renting this property, and we hope to do it again! We were better acclimated this time and enjoyed our stay that much more. So convenient and easy, and the property manager is super friendly and responsive."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Beach nearby
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed 4 nights and had a wonderful trip. The home was very clean and colorful and stylish. It was quiet and we slept well. There was not a lot of room in the 2nd bedroom for the extra bed that was in the closet. With the extra bed set up you could not access the porch without climbing over the beds. We ended up bringing the extra bed downstairs and one of our kids slept on the main floor. The beds were all very comfortable. We enjoyed spending time on the porches. It was close enough to the...
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
Outdoor dining
Coral Palm by AvantStay | Key West Walkable
9.6 out of 10, Exceptional, (9)
"Property was very nice and clean in a gated community. After we arrived we went to fix supper and discovered the oven was NOT working. With it being around the holidays they were not able to get a repairman to get it fixed until after our stay. I would have appreciated some type of little refund as the reason we like VRBO’s is so we can eat one meal a day a home and not have to eat out all the time. 7 people eating out all the time gets expensive in a hurry. And we had already grabbed a few...
Coral Palm by AvantStay | Key West Walkable
Condo, 1 Bedroom, Private Pool (Old Town Garden Villas - Bermuda Suit) | Interior
Old Town Garden Villas
3.5 star property
9.6 out of 10, Exceptional, (8)
"Beautiful gardens, very relaxing, and a perfect location "
Old Town Garden Villas
Pool
Pilar's Cottage by Brightwild | Studio w/Pool!
9.4 out of 10, Exceptional, (9)
"Location could not be more ideal, walking to everything. Our host Jason was so accommodating and quick to respond to any needs we had."
The price is CA $289
CA $556 total
includes taxes & fees
May 19 - May 20
Pilar's Cottage by Brightwild | Studio w/Pool!
Property grounds
Coral Villa by AvantStay | Close 2 DT Key West
9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West
Flat-screen TV, offices
African Queen by Brightwild | GREAT Suite
7.6 out of 10, Good, (5)
"Location of property offers convenient access to historic downtown whenever you want. However, the option to privately and quietly spend time in the outside area is there as well. Well maintained property,"
The price is CA $275
CA $539 total
includes taxes & fees
May 19 - May 20
African Queen by Brightwild | GREAT Suite
Interior
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
3.0 star property
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Lobby sitting area
Duval Penthouse
4.0 star property
Duval Penthouse
Interior
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
3.5 star property
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
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See all available properties in Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Key West

Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is CA $294
CA $503 total
includes taxes & fees
Jun 4 - Jun 5
Poolside Cottage #411
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is CA $135
CA $326 total
includes taxes & fees
May 30 - May 31
Steps from Duval, Pool & Bikes $129-$299 Night!
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is CA $407
CA $793 total
includes taxes & fees
Jun 4 - Jun 5
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Villas information

Number of reviews
345
Accommodation
25 Villas
Lowest Price
CA $275
Highest Price
CA $1,296

Recent Reviews in Key West
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