Vacation Rentals & Homes in Middle Keys Florida

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Royal Plum Club Vacation Rentals Marathon, Florida

Royal Plum Club
46.2mi away
Vacation Rentals Marathon, Florida

From USD $1,000 per Week

Rose Lane Villas Vacation Rentals Key West, Florida

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

From USD $249 per Night

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

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

From USD $2,500 per Week

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

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

Contact For Rates & Specials!

Key West Hideaways Vacation Rentals Key West, Florida

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

From USD $188 per Night

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

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

From USD $188 per Night

Affordable Ocean front Cottages Vacation Rentals Cudjoe Key, Florida

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

From USD $800 per Week

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

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

From USD $2,500 per Week

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

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

From USD $175 per Night

Florida Keys Vacation Getaways Vacation Rentals Big Pine Key, Florida

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

From USD $1,200 per Week

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

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

From USD $110 per Night

Sportsman's ParadiseVacation Rentals Cudjoe Key, Florida

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

Contact For Rates & Specials!

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

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

From USD $199 per Night

Exquisite Islamorada TownhomeVacation Rentals Islamorada, Florida

Exquisite Islamorada Townhome
72.4mi away
Vacation Rentals Islamorada, Florida

Contact For Rates & Specials!

Marco  island, 1 bedroom condoVacation Rentals Marco Island, Florida

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

From USD $595 per Week

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

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

From USD $1,000 per Week

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

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

From USD $395 per Week

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

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

From USD $99 per Night

Marco Island GetawayVacation Rentals Naples, Florida

Marco Island Getaway
109.5mi away
Vacation Rentals Naples, Florida

Contact For Rates & Specials!

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

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

From USD $230 per Night

The Cottage at Barefoot BeachVacation Rentals Bonita Springs, Florida

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

Contact For Rates & Specials!

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

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

From USD $750 per Week

Pointe Santo penthouse Vacation Rentals Sanibel, Florida

Pointe Santo penthouse
125.9mi away
Vacation Rentals Sanibel, Florida

Contact For Rates & Specials!

Beach Front Sandpiper Beach Condominium Vacation Rentals Sanibel Island, Florida

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

From USD $1,160 per Week

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

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

From USD $1,010 per Week

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

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

Contact For Rates & Specials!

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

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

Contact For Rates & Specials!

SoBe Art Deco Beauty Vacation Rentals Miami Beach, Florida

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

From USD $159 per Night

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

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

From USD $1,390 per Week

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

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

From USD $250 per Night

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

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

From USD $1,500 per Week

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

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

From USD $2,100 per Month

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

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

From USD $630 per Week

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

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

From USD $550 per Week

Ocean Front Miami Beach Apartment Vacation Rentals Miami Beach, Florida

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

From USD $1,150 per Month

Historic Fort Myers Condo Vacation Rentals Fort Myers, Florida

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

From USD $500 per Week

Neptune Hollywood Beach Club Vacation Rentals Hollywood, Florida

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

From USD $135 per Night

South Florida Kiteboarding School Vacation Rentals Dania, Florida

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

From USD $75 per Night





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Cabins, Cottages & Condo Rentals in Middle Keys Florida

Find a vacation rental home in Middle Keys Florida for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Middle Keys Florida. 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 vacation rentals in Middle Keys Florida and plan your vacation today!




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