Middle Keys, Florida Vacation Rentals & Homes

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Royal Plum Club Marathon, Florida Vacation Rentals

Royal Plum Club
46.2mi away
Marathon, Florida Vacation Rentals

From USD $1,000 per Week

Rose Lane Villas Key West, Florida Vacation Rentals

Rose Lane Villas
6.6mi away
Key West, Florida Vacation Rentals

From USD $249 per Night

Key West, Rental by Owner in Truman Annex Key West, Florida Vacation Rentals

Key West, Rental by Owner in Truman Annex
5.9mi away
Key West, Florida Vacation Rentals

Contact For Rates & Specials!

Key West Hideaways Key West, Florida Vacation Rentals

Key West Hideaways
6.1mi away
Key West, Florida Vacation Rentals

From USD $188 per Night

Lone Palm Old Town Key West Vacation Home Rental Key West, Florida Vacation Rentals

Lone Palm Old Town Key West Vacation Home Rental
6.5mi away
Key West, Florida Vacation Rentals

From USD $2,500 per Week

Key West Vacation Rental near Duval Street Key West, Florida Vacation Rentals

Key West Vacation Rental near Duval Street
6.8mi away
Key West, Florida Vacation Rentals

From USD $188 per Night

Affordable Ocean front Cottages Cudjoe Key, Florida Vacation Rentals

Affordable Ocean front Cottages
14.9mi away
Cudjoe Key, Florida Vacation Rentals

From USD $800 per Week

Emma House In the Heart of Old Town + Pvt Pool ! Key West, Florida Vacation Rentals

Emma House In the Heart of Old Town + Pvt Pool !
7.2mi away
Key West, Florida Vacation Rentals

From USD $2,500 per Week

Island Wind Key West Vacation Home Rentals Key West, Florida Vacation Rentals

Island Wind Key West Vacation Home Rentals
6.5mi away
Key West, Florida Vacation Rentals

From USD $175 per Night

Florida Keys Vacation Getaways Big Pine Key, Florida Vacation Rentals

Florida Keys Vacation Getaways
24.5mi away
Big Pine Key, Florida Vacation Rentals

From USD $1,200 per Week

Beautiful 2 Bdr Key West Condo! Key West, Florida Vacation Rentals

Beautiful 2 Bdr Key West Condo!
5.9mi away
Key West, Florida Vacation Rentals

From USD $110 per Night

Sportsman's ParadiseCudjoe Key, Florida Vacation Rentals

Sportsman's Paradise
16.5mi away
Cudjoe Key, Florida Vacation Rentals

Contact For Rates & Specials!

Village at Hawks Cay Villas by KeysCaribbean Duck Key, Florida Vacation Rentals

Village at Hawks Cay Villas by KeysCaribbean
52.4mi away
Duck Key, Florida Vacation Rentals

From USD $199 per Night

Exquisite Islamorada TownhomeIslamorada, Florida Vacation Rentals

Exquisite Islamorada Townhome
72.4mi away
Islamorada, Florida Vacation Rentals

Contact For Rates & Specials!

Marco  island, 1 bedroom condoMarco Island, Florida Vacation Rentals

Marco island, 1 bedroom condo
92.0mi away
Marco Island, Florida Vacation Rentals

From USD $595 per Week

On Beach - Beautiful Condo - Amazing Views Marco Island, Florida Vacation Rentals

On Beach - Beautiful Condo - Amazing Views
92.1mi away
Marco Island, Florida Vacation Rentals

From USD $1,000 per Week

Marco Is. Waterfront Condos at Fun Anglers Cove Marco Island, Florida Vacation Rentals

Marco Is. Waterfront Condos at Fun Anglers Cove
92.2mi away
Marco Island, Florida Vacation Rentals

From USD $395 per Week

Miami Condo Rental w/ Pool near South Beach Miami, Florida Vacation Rentals

Miami Condo Rental w/ Pool near South Beach
125.7mi away
Miami, Florida Vacation Rentals

From USD $99 per Night

Marco Island GetawayNaples, Florida Vacation Rentals

Marco Island Getaway
109.5mi away
Naples, Florida Vacation Rentals

Contact For Rates & Specials!

Luxury Sorrento Beach Villa! Spa & Pool! 50'' TV! Naples, Florida Vacation Rentals

Luxury Sorrento Beach Villa! Spa & Pool! 50'' TV!
113.7mi away
Naples, Florida Vacation Rentals

From USD $230 per Night

The Cottage at Barefoot BeachBonita Springs, Florida Vacation Rentals

The Cottage at Barefoot Beach
116.4mi away
Bonita Springs, Florida Vacation Rentals

Contact For Rates & Specials!

Romantic Week Getaway at Luxury Condo Fort Myers Beach, Florida Vacation Rentals

Romantic Week Getaway at Luxury Condo
123.1mi away
Fort Myers Beach, Florida Vacation Rentals

From USD $750 per Week

Pointe Santo penthouse Sanibel, Florida Vacation Rentals

Pointe Santo penthouse
125.9mi away
Sanibel, Florida Vacation Rentals

Contact For Rates & Specials!

Beach Front Sandpiper Beach Condominium Sanibel Island, Florida Vacation Rentals

Beach Front Sandpiper Beach Condominium
126.0mi away
Sanibel Island, Florida Vacation Rentals

From USD $1,160 per Week

Luxury Vacation Rental, Sundial Condos Sanibel Island, Florida Vacation Rentals

Luxury Vacation Rental, Sundial Condos
126.2mi away
Sanibel Island, Florida Vacation Rentals

From USD $1,010 per Week

Estero Sands Condos----Ft Myers Beach FL Ft Myers Beach, Florida Vacation Rentals

Estero Sands Condos----Ft Myers Beach FL
126.4mi away
Ft Myers Beach, Florida Vacation Rentals

Contact For Rates & Specials!

 Gulffront Luxury Vacation Condo on Sanibel Island Sanibel, Florida Vacation Rentals

Gulffront Luxury Vacation Condo on Sanibel Island
126.9mi away
Sanibel, Florida Vacation Rentals

Contact For Rates & Specials!

SoBe Art Deco Beauty Miami Beach, Florida Vacation Rentals

SoBe Art Deco Beauty
127.5mi away
Miami Beach, Florida Vacation Rentals

From USD $159 per Night

3 Room Art Deco Oceanfront Suite at Shelborne Miami Beach, Florida Vacation Rentals

3 Room Art Deco Oceanfront Suite at Shelborne
128.7mi away
Miami Beach, Florida Vacation Rentals

From USD $1,390 per Week

Nice Miami Beach rentals Miami Beach, Florida, , Florida Vacation Rentals

Nice Miami Beach rentals
131.2mi away
Miami Beach, Florida, , Florida Vacation Rentals

From USD $250 per Night

Deluxe Private Home at Sunset Captiva, Captiva Isl Captiva, Florida Vacation Rentals

Deluxe Private Home at Sunset Captiva, Captiva Isl
133.8mi away
Captiva, Florida Vacation Rentals

From USD $1,500 per Week

Winter Getaway To Sw Florida FT MYERS, FLORIDA, Florida Vacation Rentals

Winter Getaway To Sw Florida
133.9mi away
FT MYERS, FLORIDA, Florida Vacation Rentals

From USD $2,100 per Month

3 bedroom Townhouse , private courtyard, pool Fort Myers, Florida Vacation Rentals

3 bedroom Townhouse , private courtyard, pool
135.3mi away
Fort Myers, Florida Vacation Rentals

From USD $630 per Week

Villa Florence close to Fort Myers and beaches Cape Coral, Florida Vacation Rentals

Villa Florence close to Fort Myers and beaches
135.5mi away
Cape Coral, Florida Vacation Rentals

From USD $550 per Week

Ocean Front Miami Beach Apartment Miami Beach, Florida Vacation Rentals

Ocean Front Miami Beach Apartment
136.0mi away
Miami Beach, Florida Vacation Rentals

From USD $1,150 per Month

Historic Fort Myers Condo Fort Myers, Florida Vacation Rentals

Historic Fort Myers Condo
137.6mi away
Fort Myers, Florida Vacation Rentals

From USD $500 per Week

Neptune Hollywood Beach Club Hollywood, Florida Vacation Rentals

Neptune Hollywood Beach Club
139.7mi away
Hollywood, Florida Vacation Rentals

From USD $135 per Night

South Florida Kiteboarding School Dania, Florida Vacation Rentals

South Florida Kiteboarding School
140.4mi away
Dania, Florida Vacation Rentals

From USD $75 per Night





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Middle Keys, Florida Cabins, Cottages & Condo Rentals

Find a Middle Keys, Florida vacation rental home for your vacation. Stay at one of our rustic Middle Keys, Florida cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Middle Keys, Florida vacation rentals and plan your vacation today!





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