Make a holiday home, condo, villa or apartment in Key West, Florida your home away from home

Key West is the name of both a city and an island at the southern tip of the Florida Keys, to the south of Miami. The city is the southernmost city in the contiguous United States and has a tropical climate with sandy beaches, palm trees, beautiful sunsets, fishing, diving and plenty more to enjoy too! Key West holiday rentals come in all different shapes and sizes, from houseboats, to luxury condos, to traditional Southern homes, plus there’s numerous villas to rent in Key West too. A holiday in Key West is suitable for the whole family, couples, or groups of friends.

Things to do on holiday in Key West, Florida, USA

Holidays in Key West can be both fun and relaxing! With so much water around you it’s not surprising that water-based activities are popular. You can try all sorts of water sports here, from kayaking, to parasailing, to snorkelling. Boat trips are popular too, and numerous ones are available, to take you to the best fishing spots, or the best diving spots, or how about a glass bottomed boat cruise where you look out for dolphins? Talking of dolphins, swimming with dolphins is just one more of the activities you can enjoy here!

On dry land, there’s also plenty to see and do too. Take time out from your Key West holiday rental to visit the Key West Nature Preserve, journey on the Conch Train on a tour around the Old Town, and visit the Florida Keys Eco-Discovery Center. In the Old Town you’ll see the Ernest Hemmingway House, which you can visit, as well as other historical houses and buildings. After a day of sightseeing, relax and pamper yourself in one of the many Key West spas ready for a lively evening in one of the famous and popular bars of Key West, such as Sloppy Joe’s.

Places to visit on holiday in Key West, Florida, USA

There’s plenty to keep you occupied in Key West itself, but your Key West villa is also in easy reach of other places to visit too. Dry Tortugas National Park for example, is a group of seven islands situated about 70 miles off the Key West coast and accessible by ferry or seaplane. If you charter a boat there are numerous other islands of the coast of Key West to explore, or journey by car to the north towards Miami on Route 1, crossing the famous Seven Mile Bridge.

The weather in Key West, Florida, USA

There are villas to rent in Key West throughout the year to take advantage of the great tropical climate here! Warm temperatures will be experienced year round, though bear in mind there are two seasons in Key West – wet and dry. May to October is the wetter season, whilst November to April has a little rainfall, however, Key West is the driest city in Florida!

Flights to Key West, Florida, USA

Key West International Airport is the closest airport to your Key West holiday home, though flights to here are expensive. A better idea may be a flight to Miami, then rent a car and make the scenic drive down to Key West.

Self-catering holiday homes in Key West

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'OLD TOWN OASIS' @ Truman Annex: Spacious 2 BR Oceanfront Condo

— Property 181289
Key West condo rental - The Living Room- 10 ft ceilings & 50' high-def TV.
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, city centre, waterfront, balcony
Rates - per property (GBP)
£1,463 - £2,409/week
£4,878 - £6,037/month
Calendar Updated 20 Nov 2009

Property Review

The property at Truman Annex was exactly what we were looking for in a vacation property. The condo is in a great location, clean, bright, and well-maintained. The property manager was friendly...
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Quaint Houseboat with wet bar and awesome views - Key West Fishing Vacation

— Property 411266
Key West boat rental - Welcome to Ram Rod
2 Bedrooms, Sleeps 5,
Boat, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (GBP)
£122 - £137/night
£854/week
Calendar Updated 19 Nov 2009

Property Review

This is a great place to relax. The houseboat was exactly as described. The upstairs deck is a great place for morning coffee, watching the sunset or the storms rolling in. The house is clean...
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Galleon Resort Efficiency in Old Town

— Property 169027
Key West studio rental
Studio, Sleeps 2,
Studio, 1 Bathroom, resort, waterfront, communal pool
Rates - per property (GBP)
£98 - £146/night
£585 - £976/week
Calendar Updated 20 Nov 2009

Property Review

great for everyone old or young. The kitchenette made it nice to have breakfast without rushing out for coffee all the comforts of home. Locartion is perfect for everything dinner sunset water...
SPECIAL OFFER! Nov. and Dec. special rate $975 per week (1 November - 18 December)
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Secret Garden in Key West

— Property 168086
Special Offer
Key West condo rental - Living room
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, city centre, near the sea, communal pool
Rates - per property (GBP)
£595 - £1,159/week
Calendar Updated 18 Nov 2009

Property Review

All you could wish for in a lovely little condo! Excellent location, definitely a place I would recommend.
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Waterfront Luxury in Old Town Key West

— Property 166032
Key West condo rental
1 Bedroom, Sleeps 5,
Condo, 1 Bathroom, resort, waterfront, fitness room
Rates - per property (GBP)
£171 - £253/night
£1,024 - £1,677/week
Calendar Updated 20 Nov 2009

Property Review

Enjoyed the condo, very private deck with hot tub and a walk-up platform to see the sunset. Big bedroom with view of the water and cruise ships. Very large bathroom with huge shower and double...
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Luxury Waterfront at the Galleon Resort in Old Town

— Property 161268
Key West condo rental - Living room & balcony at night
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, waterfront, balcony
Rates - per property (GBP)
£244 - £390/night
£1,463 - £2,530/week
Calendar Updated 20 Nov 2009

Property Review

Beautiful,breathtaking,relaxing,everything good it was a beautiful place to stay.
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Gorgeous Waterfront Condominium With Stunning Views!

— Property 163420
Key West condo rental - Living Room and Dining Area
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, communal pool
Rates - per property (GBP)
£198 - £241/night
£1,280 - £1,585/week
£4,573 - £5,701/month
Calendar Updated 17 Nov 2009

Property Review

Wow! This property is everything it claims to be and more! Beautiful granite tile throughout, spotlessly clean, high quality linens - it's all here! The view from the balcony is divine and...
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Annex Luxury - Location and Classic Key West Charm

— Property 164696
Key West house rental - Casa Cristol
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, beach, resort, communal pool
Calendar Updated 16 Nov 2009

Property Review

We go to KW twice a year and this is the best place we have ever stayed. Beautiful home, (spacious even with 6 adults), great bedding and towels, concerns addressed immediately by local,...
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“CASA BLANCA 1888' @ White Street: Private Home in Old Town, 4BR & Large Pool

— Property 420996
Key West house rental - The view from the Master Porch...
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, resort, town, pool
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'SOUTHERNMOST BELLE' at Truman Annex: 7BR, Huge Porches, Large Pool.

— Property 412210
Key West house rental - 'Southern Belle' on Caroline St in Truman Annex
7 Bedrooms, Sleeps 14,
House, 5 Bathrooms, resort, town, pool
Rates - per property (GBP)
£3,963 - £8,537/week
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Best Deal in Truman Annex - Cead Mile Failte

— Property 241645
Key West condo rental - Living Room with Flat Screen Plasma
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, beach, city centre, communal pool
Rates - per property (GBP)
£671 - £1,067/week
£2,439 - £3,049/month
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Brilliant Old Town Key West rental - with huge pool

— Property 424293
Key West house rental - Relax by the pool
3 Bedrooms, Sleeps 1,
House, 2 Bathrooms, 1 Separate Toilet, beach, city centre, pool
Rates - per property (GBP)
£1,524 - £1,829/week
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Campbell Courtyard Townhouse 'In the Sky'

— Property 167721
Key West townhome rental - Large, Heated Pool in Lush Tropical Setting
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Separate Toilet, city centre, terrace
Rates - per property (GBP)
£3,354/month
Calendar Updated 23 Jul 2009

Property Review

My friends and I (all in our mid 20's) rented this property in mid August and had a blast! It is such a short walk to Duval Street but it is located on a quiet road. The place was very nice and...
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Luxury Home in Old Town Key West (Private Pool, Free WiFi)

— Property 184349
Key West property rental
4 Bedrooms, Sleeps 8,
4 Bathrooms, 1 Separate Toilet, city centre, near the sea, private pool
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Key West Luxury - Tropical Home

— Property 181296
Key West house rental - Welcome to your tropical paradise!
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, city centre, near the sea, garden
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Paradise On The Ocean At Key West

— Property 400974
Key West condo rental - The Balcony view
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, town, pool
Rates - per property (GBP)
£851 - £1,707/week
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Villa Nomade, Elegant Condo in Old Town Key West

— Property 78797
Key West condo rental - Garden patio
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, city centre, near the sea, pool
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Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex

— Property 220630
4 Bedrooms/3 Bathrooms Townhome (Sleeps 8 city centre, near the sea, private pool, garden, balcony, air-conditioning, internet access, satellite or cable, TV, starting at £1,829/week £6,402/month
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Truman Annex - Renovated with Private Garden - Discounted Mid Dec Rates!!!

— Property 151840
1 Bedroom/1 Bathroom Condo (Sleeps 4 beach, city centre, garden, terrace, air-conditioning, internet access, TV, DVD, parking, starting at £546/week £1,585/month
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'NATALIE'S BAHAMA CONCH': Lavish 3BR/2.5BA Home w/ Private Pool @ the Sanctuary

— Property 254555
3 Bedrooms/2 Bathrooms, 1 Separate Toilet House (Sleeps 7 near the sea, resort, private pool, communal pool, terrace, balcony, pets considered, fitness room, air-conditioning, starting at £4,268/month
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“NOONA'S MANSION-by-the-SEA”: Oceanfront 6BR/5.5BA @ Truman Annex, Private Pool

— Property 254512
6 Bedrooms/5 Bathrooms, 1 Separate Toilet House (Sleeps 14 private pool, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV, starting at £4,695/week £13,720/month
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New Key West Condo 2/BR - 2.5/BA

— Property 246336
2 Bedrooms/2 Bathrooms, 1 Separate Toilet Condo (Sleeps 4 beach, near the sea, communal pool, sauna, balcony, air-conditioning, satellite or cable, starting at £915/week
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“NINA'S PENTHOUSE on the BEACH” 3BR/3BA 2-Story Condo @ The Key West Beach Club

— Property 238333
3 Bedrooms/3 Bathrooms Condo (Sleeps 8 beach, resort, communal pool, jacuzzi, tennis court, terrace, balcony, fitness room, air-conditioning, starting at £4,695/month
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“HEAVENLY ZEN @ GRINNELL”: 4BR Private Home @ The Historic Seaport

— Property 238200
4 Bedrooms/3 Bathrooms House (Sleeps 8 city centre, resort, private pool, jacuzzi, garden, terrace, balcony, pets considered, air-conditioning, starting at £4,695/month
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“CASA BLANCA 1888' @ White Street: Private Home in Old Town, 4BR & Large Pool

— Property 238180
4 Bedrooms/3 Bathrooms House (Sleeps 10 city centre, resort, private pool, garden, terrace, balcony, pets considered, air-conditioning, internet access, starting at £4,268/month
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“SOUTHERNMOST ARTS & CRAFTS”, 2BR/2BA Private Home @ South Street

— Property 238081
2 Bedrooms/2 Bathrooms House (Sleeps 6 city centre, near the sea, private pool, garden, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £4,817/month
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'WATER'S EDGE' @ Gulfview Pointe: Luxurious 4BR Home on Florida Bay

— Property 230758
4 Bedrooms/2 Bathrooms, 1 Separate Toilet House (Sleeps 10 near the sea, waterfront, private pool, balcony, pets considered, air-conditioning, internet access, TV, DVD, starting at £4,024/month
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'TOP 'O THE COPA' @ Duval: Gorgeous Old Town Penthouse, Available Nightly

— Property 229160
1 Bedroom/1 Bathroom, 1 Separate Toilet Condo (Sleeps 4 city centre, village, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV, starting at £229/night £1,021/week £3,354/month
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“PENNY'S POMPEI” @ Key West Golf Club: Elegant 2BR/1.5BA Townhome

— Property 229104
2 Bedrooms/1 Bathroom, 1 Separate Toilet House (Sleeps 6 near the sea, resort, private pool, communal pool, terrace, balcony, pets considered, air-conditioning, internet access, starting at £1,890/month
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'TURTLE CAY SPA' @ the Sanctuary: Walled Yard & 2 Master Suites

— Property 226088
2 Bedrooms/2 Bathrooms House (Sleeps 6 near the sea, resort, private pool, communal pool, jacuzzi, garden, balcony, pets considered, fitness room, starting at £3,049/month