Homestead Listings

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Monthly Rent $3500

A 2 beds/1 bath vacation home located in a safe and quiet neighborhood surrounded by farmland perfect for snowbirds. Homestead, Florida, Listing ID: 26445

Located in a quiet neighborhood surrounded by farmland, gateway to the Keys, with just over 1,000 square feet of living space, this 2 beds/1 bath cozy single home built on 1.2 acre land, fully fenced-in with private driveway and parking lot. Amenities include a fully...

  • Home
  • 1100
  •  2
  •  1

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Monthly Rent $1300 - $2200

Waterfront Getaway , southern end of Pine Island. St James City, Florida, Listing ID: 22915

NOW ACCEPTING RESERVATIONS FOR FALL AND WINTER 2018-2019 Unique one bedroom one bath canal front home. Stilt home with living area on second floor. Four hundred square foot Florida room with view down canal with quick access to San Carlos Bay and Long Cut. Covered boat slip...

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  • 1000-1200
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Monthly Rent $2000 - $2550

BOOK NOW FOR FALL 2019 PRICE BREAK FOR 6 MONTHS OR MORE Fort Myers, Florida, Listing ID: 23278

Cottage Delice I is the perfect couples get-a-way. It is located one mile from Bunche Beach and just one mile from San Carlos Blvd which leads over the Mantanzas pass bridge to Fort Myers Beach and just two miles to the Sanibel Island causeway leading to all that Sanibel Island...

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  •  1
Monthly Rent $2000 - $3000

Book NOW for Fall 2019 and for Season 2020 Fort Myers, Florida, Listing ID: 23352

Cottage Delice II is the larger sibling of Cottage Delice I. You will find a large open concept of kitchen, dining and living room. We include all the comforts of home including WiFi, Internet, Xfinity cable, backyard patios, decks, fire pit, private bar-b-que eating and...

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Monthly Rent $5500 - $7500

Great Private Home with Spectacular Views of the Ocean from anywhere in Home!!!! Islamorada, Florida, Listing ID: 24289

Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room...

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  • 1200-1400
  •  3
  •  3
Monthly Rent $3675 - $4750

"Meticulously" cared for Home the owners are now offering to share for your Vac! Islamorada, Florida, Listing ID: 24293

MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 4-6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering...

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  • 1000-1200
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Monthly Rent $2875 - $3725

Bayfront townhouse located in the lush tropical setting of Rock Harbor Club. Key Largo, Florida, Listing ID: 24303

MINIMUM STAY: 28 Nights. Bayfront townhouse located in the lush tropical setting of Rock Harbor Club in Key Largo. You'll love the open water views from the two oversized screened balconies - one off the main living area and the other off the master suite. There's something...

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Monthly Rent $3800 - $4850

3 BR Townhouse Oceanside with 30' Dock and Boat Lift Key Largo, Florida, Listing ID: 24304

Minimum Rental: 1 MONTH This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you could want is located within the community - heated pool; hot tub; covered seating area; tennis court; children's playground;...

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Magnificent Home mouth of a wide canal in Tavernier Phenomenal Open Water View Plantation Key, Florida, Listing ID: 24309

MINIMUM STAY: 29 DAYS This magnificent home is located at the mouth of a wide canal in Tavernier and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single family home...

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Monthly Rent $4950

Stay in the Florida Keys! You will love this wonderful 2013 built stilt home!!!! Plantation Key, Florida, Listing ID: 24310

***********S P E C I A L O F F E R************
10% DISCOUNT OFF RENT FOR JUNE-JULY 2019
(MIN STAY 6 WEEKS)
MINIMUM STAY: 30 DAYS NEW HOME (2013) Spend the fall or winter in the Florida Keys! You...

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The Florida Keys at its best.3 Bedrooms and 2 Plantation Key, Florida, Listing ID: 24311

MINIMUM STAY: 28 DAYS NEW OPPORTUNITY to LIVE THE LIFE! This 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best.  Conveniently located on a deep and wide canal with easy access to...

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!Tropical Retreat Wonderful Home Billiard/Game Room Pool Boat Dock A True Gem!!! Plantation Key, Florida, Listing ID: 24314

Minimum Rental: 1 Month Spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath. An open curved staircase leads to the 2nd floor...

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Monthly Rent $4150

"Sunshine Place" Perfect for one or two people who treasure the tropical Live!!! Islamorada, Florida, Listing ID: 25398

"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who...

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  • 800-1000
  •  1
  •  1
Monthly Rent $2000 - $3000

BOOK NOW FOR FALL 2019 / WINTER 2020! Cottage Delice is a short ride to Ft Myers Beach and Sanibel Island Fort Myers, Florida, Listing ID: 25443

This property is strategically placed 4 miles to Fort Myers Beach's Times Square and 6 miles to Lighthouse Point of Sanibel Island. The beaches of Sanibel and Captiva have been rated as some of the best in Florida and the world. Cottage Delice III is almost 1200 square feet and...

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harming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! Islamorada, Florida, Listing ID: 25667

MINIMUM RENTAL 1 MONTH Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom ...

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Monthly Rent $4800 - $10000

Cozy, chic cottage w/ private pool - close to beach and dog friendly, too! Key West, Florida, Listing ID: 26007

Make this cozy and chic Key West cottage your home away from home for your next Florida vacation, and revel in a private pool, deck, and covered back porch, as well as close proximity to the beach. And the real bonus: you can bring your favorite canine friend along,...

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  • 1400
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Cute dog-friendly tropical condo close to attractions w/a pristine shared pool Key West, Florida, Listing ID: 26085

This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street. Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mallory Square, you'll be able to get out and about with ease. With fresh...

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Vibrant home w/hot tub & private pool blocks from the beach - dog-friendly! Key West, Florida, Listing ID: 26096

This colorful dog-friendly Florida home has everything you need for an unforgettable vacation, with a private swimming pool and hot tub and walking distance from the beach. Your home sits only a few blocks away from the soft sands and warm waters of Higgs Beach. If you'd...

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Sprawling condo w/ ocean views, dock, & shared pool - dog-friendly! Key West, Florida, Listing ID: 26100

Explore the tropical surroundings of Key West in style from the comfort of this dog-friendly condo! A shared pool, ocean views, and more await you. Nestled on the northern side of Key West, you have easy access to the shops and restaurants of Old Town, as well as a dock and...

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Lovely home tucked away in northern Key West w/shared pool, near golf - dogs OK! Key West, Florida, Listing ID: 26103

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Welcoming home w/ shared pool boasts great Old Town location - dogs welcome! Key West, Florida, Listing ID: 26114

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Monthly Rent $2900 - $3500

Pet Friendly! Luxurious Fully Furnished 3BR 2BA with Water View,Office, EIK, LR and All Amenities! Fort Myers, Florida, Listing ID: 26125

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Beautiful 2 level Condo minutes from beach and downtown Palm Beach . West Palm Beach, Florida, Listing ID: 26473

Completely furnished 2 level, 2 bed, 2.5 bath condo with two assigned parking spaces directly in front as well as plenty of guest parking. Nice private patio with patio set, grill and additional chairs. Beach supplies also provided including umbrella, chairs and towels. pool,...

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Chill in the Florida Keys Key largo, Florida, Listing ID: 26642

3 Story Town house

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Monthly Rent $2700 - $3150

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Monthly Rent $2500

Cypress Bend condo, 5 miles from beach! Lakeview, 2nd floor, corner unit, small pet OK ! Pompano Beach, Florida, Listing ID: 26745

Plenty of parking, master parking space right in front of unit, stairs or elevator access, access to 1 Olympic size pool. and 2 other pools, 2 hot tubs, 1.5 mile walking path, on lake, short drive to beach, restaurants, groceries. 1 small pet allowed. 2 Gyms. 1 clubhouse, 1...

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