Florida Keys Vacation Rentals

The Florida Keys - Islamorada, Cudjoe Key, Key West, Marathon and more

waterfront condo

2 Bed 2 Bath 1-5 Sleeps

Futura Yacht Club Property Id: JS021

Rental Info:

From $ 800 p/week
Minimum Stay: 7 Nights

Water Front

Futura Yacht Club 2 bedrooms - 2 baths - sleeps 5 Islamorada - Florida Keys

View Details »

Waterfront Estate

3 Bed 2 Bath 8-Jan Sleeps

Breezeswept Villa Property Id: RS604

Rental Info:

From $ 1250 p/week
From $ 3950 p/month
Minimum Stay: 28 Nights

Breezeswept Villa Wonderful Florida Keys - 3 Bedroom Estate Ocean front community with Waterfront Homes

View Details »

Gulf Front

2 Bed 2.5 Bath 6-Jan Sleeps

Islamorada Gulfront Townhome Property Id: FKT

Rental Info:

From $ 2995 p/month
Minimum Stay: 30 Nights

Water Front

Florida Keys Townhome Islamorada, Florida Keys 2 bed - 2 1/2 bath - sleeps 6

View Details »

2 bedroom 2 bath condo with private beach on site

Condo

2 Bed 2 Bath Sleeps 4

2 bedroom 2 bath condo with private beach on site Key West

Hyatt Beach House has been awarded the Certificate of Excellence on tripadvisor. It is a Key West s

More Detail »

We Call it OZ !  Fabulous 5 Bedroom home in the world class Ocean Reef Resort!

House

5 Bed 5 Bath Sleeps 10

We Call it OZ ! Fabulous 5 Bedroom home in the world class Ocean Reef Resort! Key Largo

Southwind ... we call it OZ!Abundant privacy and greenery embrace this fabulous home located on t

More Detail »

Cozy Key Largo Getaway

Mobile_home

2 Bed 1 Bath Sleeps 8

Cozy Key Largo Getaway Key Largo

You will truly enjoy this Key Largo Trailer home! It is conveniently located at MM 106. This home is

More Detail »

Charming main-floor suite in historic bed & breakfast - shared swimming pool!

Studio

1 Bed 1 Bath Sleeps 2

Charming main-floor suite in historic bed & breakfast - shared swimming pool! Key West

Planning a romantic getaway to Key West? Consider this spacious main-floor suite! Part of the histor

More Detail »

New Upscale Rental in Truman Annex!

Condo

1 Bed 1 Bath Sleeps 3

New Upscale Rental in Truman Annex! Key West

Location, Beauty and Comfort! Southard Breezes has what you are looking for! This upscale home has

More Detail »

Blue Palms Retreat Oceanfront Acre with Heated Private Pool

House

3 Bed 2 Bath Sleeps 10

Blue Palms Retreat Oceanfront Acre with Heated Private Pool Cudjoe Key

This house is a charmer. 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key. Large,

More Detail »

Romantic & elegant studio-style cottage w/ private hot tub - dog-friendly!

Studio

1 Bed 1 Bath Sleeps 2

Romantic & elegant studio-style cottage w/ private hot tub - dog-friendly! Key West

Experience the best of Key West from the comfort of this charming studio-style cottage. A private ho

More Detail »

STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.

Townhome

2 Bed 2 Bath Sleeps 4

STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST. Key West

When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATU

More Detail »

Beautifuly Updated Spacious Condo - Expansive Ocean View!

Condo

2 Bed 2 Bath Sleeps 4

Beautifuly Updated Spacious Condo - Expansive Ocean View! Key Largo

Snowbirds look not further! This beautifully, fully furnished, ground level condo is located at the

More Detail »

1 Blk fron Duval! - Historic Eyebrow Home Old Town Key West

House

4 Bed 4 Bath Sleeps 8

1 Blk fron Duval! - Historic Eyebrow Home Old Town Key West Key West

Rates subject to change by seasonEnjoy one of Old Town's wonderful Key West vacation rentals.This

More Detail »

Upper-floor suite in historic home w/ shared on-site pool & semi-private veranda

Studio

1 Bed 1 Bath Sleeps 2

Upper-floor suite in historic home w/ shared on-site pool & semi-private veranda Key West

If you're planning a romantic Key West vacation for you and your sweetheart, this charming Curry Hou

More Detail »

Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach

Condo

2 Bed 2 Bath Sleeps 6

Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach Key West

This is arguably the best available rental unit at 1800 Atlantic and one of the better ones in Key W

More Detail »

Simonton Studio, an Old Town get-away for 2

Studio

0 Bed 1 Bath Sleeps 2

Simonton Studio, an Old Town get-away for 2 Key West

I am so happy you are reading this! Please feel free to call me directly to make payment on this co

More Detail »

Queen Emma in the Truman Annex

House

4 Bed 3 Bath Sleeps 8

Queen Emma in the Truman Annex Key West

This beautifully finished and decorated four bedroom, three bath home has classic Key West architect

More Detail »

Very Rare- Ocean Breeze Suites-3 Bd, 3 Bath with loft  Sleeps 10

Condo

3 Bed 3 Bath Sleeps 10

Very Rare- Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10 Key West

The Galleon Resort in Key West is a Perfect Resort for you, your Guests and your Family. The unit is

More Detail »

Studio condo w/ entertainment, full kitchen & private parking - central location

Studio

1 Bed 1 Bath Sleeps 2

Studio condo w/ entertainment, full kitchen & private parking - central location Key West

Relaxation will come easy at this studio condo in Key West. With a calming interior, entertainment,

More Detail »

Charming studio w/ shared pool, covered patio - a block from shopping and dining

Studio

1 Bed 1 Bath Sleeps 4

Charming studio w/ shared pool, covered patio - a block from shopping and dining Key West

Absolutely ideal for a romantic getaway for two, this cozy studio offers a well-equipped kitchenette

More Detail »

Cozy, dog-friendly retreat w/ shared hot tubs, patio, great location in Old Town

Studio

1 Bed 1 Bath Sleeps 4

Cozy, dog-friendly retreat w/ shared hot tubs, patio, great location in Old Town Key West

Take a break from the ordinary with a visit to this tropical hideaway in the heart of Key West's his

More Detail »

Moonlight Paradise on the Atlantic

Condo

2 Bed 2 Bath Sleeps 6

Moonlight Paradise on the Atlantic Key West

Moonlight" is a freshly renovated condo that is located at 1800 Atlantic Blvd on the beach, with sun

More Detail »

MARCH 3-10 SPECIAL RATE ! WOW ! 3-2 POOL,JACUZZI,60 DOCK,QUICK ACCES TO OCEAN

House

3 Bed 2 Bath Sleeps 8

MARCH 3-10 SPECIAL RATE ! WOW ! 3-2 POOL,JACUZZI,60 DOCK,QUICK ACCES TO OCEAN Marathon

Vacation in Paradise in our spacious (approx 1,700 sq. ft living space 3 bedroom 2 bath ground le

More Detail »

More Florida Keys Vacation Rentals



Click Here for MORE: FLORIDA KEYS RENTALS

The Florida Keys offers up more fishing than one can possibly take in on just one trip. The harbor and surrounding areas are home to a plethora of fishing, tour and attraction boats. Whether you are looking for deep sea fishing, dolphin cruises or a fine dinner at sea, the Florida Keys and its fleet of pleasure boats will have what you need.

Also available throughout the florida Keys is an assortment of crafts, antiquing, site seeing, historical forts and settlements. The hardest part of any Florida Keys Vacation is figuring out what you will have time for, but have no fear, the Florida Keys will be here for your next trip so plan accordingly.