Islamorada Listings

View Mode:
Details No Image Available

$Multi-Month Discount!

Monthly Rent $8,500 - $9,999

Beautiful home in the heart of the Florida Keys. Located in sought-after neighborhood near prime dining and attractions. Islamorada, Florida, Listing ID: 29352

Beautiful home in the heart of the Florida Keys for your winter escape. There are many prime restaurants and attractions just a short drive away. The home is situated in one of the most sought-after, family oriented neighborhood in the Keys. Relax and talk the night away on the...

  • Home
  • 2320
  •  3
  •  2

Similar Properties


Details No Image Available

$Multi-Month Discount!

Monthly Rent $1,900 - $3,500

2BR With Heated Pool! Only 2 Blocks To Beach! Walking distance everywhere! Lauderdale by the Sea, Florida, Listing ID: 26453

Walk to the Beach and downtown Lauderdale By the Sea from this beautiful 2 bedroom 1 1/2 bath gated home. Supermarket and shopping plaza are also walking distance, no car is necessary! There is 1 bedroom with one king bed and walk in closet and 1 bedroom with two twin beds....

  • Home
  • 630
  •  2
  •  1 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,450 - $5,350

+++ 2-BED 2-BATH LUXURY CONDO IN NAPLES, FLORIDA ++ LAKE VIEW ++ VERY PRESTIGIOUS AREA ++ NEAR DOWNTOWN AND BEACHES! +++ Naples, Florida, Listing ID: 26574

DESCRIPTION: Bright corner unit. Fully furnished. 2 bedroom, 2 full bathrooms. First floor (second floor is also available). Heated pool. Tennis courts. Close to beaches, restaurants, shopping, golf, tennis and attractions. Incredible lake view from everywhere in your...

  • Condo
  • 1500
  •  2
  •  2
Monthly Rent $5,500

Walking distance from the ocean! KEY LARGO, Florida, Listing ID: 28212

Call or Text 305-389-6022 for any inquiry A maximum of 2 pets are allowed. The pet fee is 300 per pet. Other things to note Resort requires ONE guest to complete an application that comes with a background check and asks for sensitive information. Requires 15-20 business days...

  • Home
  • 2665
  •  4
  •  3 1/2
Monthly Rent $4,000 - $8,500

Modern second floor coach home with award-winning Player's Club and Spa. 3 bedrooms and 2 bath. 15 min drive to beach. Naples, Florida, Listing ID: 28409

Enjoy membership at the award-winning Player's Club and Spa which provides 13 tennis courts for the competitive or casual player, two resort saltwater pools with waterfalls, jacuzzi, lap pool, bocce courts, a full-service spa, sauna, steam room, fitness center, full-service...

  • Home
  • 2400
  •  3
  •  2

Timber Creek will feature resort-style amenities and a full portfolio of stylish homes, villas and Townhomes Fort Myers, Florida, Listing ID: 28440

**Snowbirds, Monthly and Long-Term Guests Welcome! Please contact the owner if interested in renting on a monthly or annual basis and we can discuss the home being furnished.** Brand new construction, also available for annual rental at Timber Creek. Property is located on...

  • Villa
  • 1564
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $5,500 - $7,000

Experience a Warm Winter on the Lake in Our Spacious Home, Nestled in a Quiet, Gated Community! Boca Raton, Florida, Listing ID: 29060

Come experience our beautiful lakeside home in Boca Raton this winter! Nestled within a secure gated community featuring 24/7 live security, our neighborhood is meticulously maintained and offers a peaceful retreat. Location Highlights: **Beaches: Just 4 miles from two...

  • Home
  • 2341
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,000 - $5,000

Large Waterfront Ranch Home in Gold Coast Estates of Cape Coral, on a 200 ft Canal Close to Everything, Wheelchair Acces Cape Coral, Florida, Listing ID: 29067

This Large and comfortable home can accomodate up to 8 people comfortably. The pool is heated. There is fishing from private dock on a 200 ft wide canal. Dolphins and Manatees are regular visitors to this area. Boat lift on premisis with boat rentals nearby. Located in the...

  • Villa
  • 3900
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

NEW! Tranquil Waterfront Home w/ Screened-In Porch, Close to Beach Sunrise, Florida, Listing ID: 29134

The peace and serenity of southern Florida await at this sun-soaked vacation rental. Boasting 2 bedrooms, 2 bathrooms, and easy access to plenty of area attractions, this charming house is the perfect low-key getaway. Spend your days exploring Sawgrass Mills, enjoy the local...

  • Home
  • 1400
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $6,000 - $9,500

Spacious 5 Bedroom, 3 bath House with Private Pool, Large Lanai and Lake Exposure at Glen Eagle Golf and Country Club. Naples, Florida, Listing ID: 29339

Welcome to a stunning, pet-friendly oasis in the Glen Eagle Golf and Country Club, Naples, Florida. This spacious 5-bedroom, 3-bathroom home is a perfect blend of comfort, luxury, and convenience, set within a secure gated community. Step into your own private retreat...

  • Home
  • 3100
  •  5
  •  3
Monthly Rent $4,500 - $5,500

Beautiful condo steps from Vanderbilt beach with its own private entrance! Fully furnished with everything Naples, Florida, Listing ID: 29479

Location, location, location! 3 minute walk from elevator to the beach!!! Don't miss this vacation rental with access to Vanderbilt Beach and Delnor-Wiggins State Park. Steps from one of the most beautiful beaches of Naples Located just steps from the beach our vacation...

  • Condo
  • 1100
  •  2
  •  2

BEAUTIFUL KOSHER 4/3 HOME EAST BOCA 5-8 MINUTES WALK TO 3 DIFFERENT SHULS Boca Raton, Florida, Listing ID: 29482

Welcome to this 4 bedrooms, 3 bathrooms fully remodeled home located in East Boca Raton 1.6 miles from the beach, perfect for entertaining with open floor plan, large kitchen with dairy & meat sinks, grill, outdoor pool with covered porch ! Perfect for groups, friends,...

  • Home
  • 2100
  •  4
  •  3
Monthly Rent $8,850 - $10,500

Beach Front Condo with Ocean Views, Community Pool, and Spacious Covered Parking. Marathon, Florida, Listing ID: 29951

Ocean views in the front, pool views in the back. Enjoy the ultimate relaxation with endless activities for all of your guests to enjoy at The Salty Shores. This condo unit is convienenty located right on the beach with incredible views of the Atlantic Ocean. This unit offers...

  • Condo
  • 1200
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

SPECTACULAR South Florida Oasis. Two Bedroom Two Bathroom Charming Home with pool. 3 miles from beaches. Pets welcome! Pompano Beach, Florida, Listing ID: 30040

Spectacular charming private home only 3 miles from pristine South Florida beaches. Close to shopping malls, beautiful golf courses, parks and grocery stores. This amazing home is just what you are looking for if you want to relax in warm weather and the beautiful South Florida...

  • Home
  • 1600
  •  2
  •  2
Monthly Rent $6,000

Spend the winter in style in South Palm Beach. Recently renovated townhouse with every upgrade possible. South Palm Beach, Florida, Listing ID: 30093

This season, spend your time on the Island in style. Come see this never before listed 3 Bedroom Townhouse that has been completely renovated from the studs up. The First Floor features a 1/2 bathroom, a chef's kitchen (with Quartz countertop and Fisher & Paykel appliances),...

  • Beach Home
  • 2400
  •  3
  •  2 1/2
Monthly Rent $4,800

Snowbird heaven! All included: water, electricity, basic cable, wifi, parking, bikes, beach chairs, tents, cooler, ice Miami Beach, Florida, Listing ID: 30341

Great location in mid Miami Beach! Walking distance or short drive away from great restaurants and stores. Building with valet, security, self parking, direct beach access, pool attendants, ocean view heated pool and jacuzzi, indoor racquetball court, ocean view gym, tennis...

  • Condo
  • 1,300
  •  3
  •  2
Monthly Rent $100,000,000

Live in Elegance & Convenience Near The Best of Boynton Beach. Three Secluded Pools. Indoor Parking Same Level. Boynton Beach, Florida, Listing ID: 30419

SPECIAL - Unique 5 weeks AVAIL - Luxury condo for rent/lease. Incredible & Elegant Living !! Indoor parking garage space included, Three pools/hot tub, 24 hour fitness room. Walking distance to great restaurants and entertainment. 12 minute ride to the most beautiful...

  • Condo
  • 1460
  •  3
  •  2

Gorgeous water views and stunning sunsets! Immaculate townhome with your boat slip out your front door. Beautiful unit! Marathon, Florida, Listing ID: 30704

Fisherman’s delight with your boat slip out front door suitable for up to 32ft boats,kayak racks and grills on property. Close to restaurants and amenities. Beautifully landscaped property with a gorgeous pool and also a fitness center on property. This villa is in the best...

  • Villa
  • 0
  •  3
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

Rate reduced! Unused brand new apartment. It is located on the lower floor of new house, canal front. Laundry room. KEY LARGO, Florida, Listing ID: 30742

The apartment is brand new including unused furniture. First time offered to rent apartment. Place to have jet ski or canoe in front of the house or a small boat under 18 feet. the community is well maintained and safe.

  • Apartment
  • 950
  •  1
  •  1
Monthly Rent $2,800

A Hidden slice of paradise, with a water view from every angle. Your just steps to a heated pool or the saltwater. Boynton Beach, Florida, Listing ID: 30756

6 MONTH RENTAL INQUIRIES ONLY. There is no better place to spend the cold winter months than in this cozy waterside hide-away. Never before have you experienced the beautiful Florida winter living so close to the water that you inadvertently learn the daily tide schedule while...

  • Condo
  • 780
  •  1
  •  1
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,200

Quiet, cozy garden-style apartment just three blocks from Ft. Lauderdale beach! Ft. Lauderdale, Florida, Listing ID: 30785

FULLY-FURNISHED SHORT-TERM RENTAL, AVAILABLE FOR A MINIMUM OF FOUR MONTHS UP TO A MAXIMUM OF SIX MONTHS, BEGINNING DECEMBER 2023 THROUGH MAY 2024. MUST BE 55 YEARS OF AGE OR OLDER. Just a five-minute walk from the world-famous Ft. Lauderdale beach and a wide variety of...

  • Condo
  • 790
  •  2
  •  1
Details No Image Available

$Multi-Month Discount!

Monthly Rent $14,000 - $14,500

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift. Fort Myers Beach, Florida, Listing ID: 30959

Forget your worries in this spacious and serene island oasis. Escape to the white sandy beaches of Fort Myers Beach for a relaxing stay in this stunning, newly remodeled fully furnished home minutes from the beach. Located in the center of the island, this large 2183 square...

  • House
  • 2183
  •  4
  •  2
Monthly Rent $2,670 - $4,530

BOAT-FRIENDLY! 3BR Home Sleeps 10 w/Screened HEATED Pool, Pvt Beach Access/Gazebo, Boat Dock Across St., Foosball Table Fort Myers Beach, Florida, Listing ID: 31910

Top Reasons to Book Beach Paradise Getaway: * Private Heated Pool with Screen Enclosure * Completely Renovated * Foosball Table in Entertainment Area * Shared Bay Access with Small Fishing Pier and Tiki Hut Across the Street * 351 Yards to Deeded Beach Access (5 Minute...

  • House
  • 1472
  •  3
  •  2

Downtown Naples paradise Steps from the beach Fully renovated Naples, Florida, Listing ID: 31931

This is Olde Naples living at its best. Steps from 3rd street, walking distance to famous 5th Ave and two blocks from the beach! Available for seasonal or annual rent furnished or unfurnished. Completely renovated. Brand new floors, kitchen, appliances and bathroom. New...

  • Condo
  • 600
  •  1
  •  1

Comfortable luxury home in peaceful neighborhood close to the beach, restaurants, malls and entertainment Hallandale Beach, Florida, Listing ID: 31940

Create unforgettable memories staying at this modern tropical vacation home. Centrally located close to sandy beaches of Sunny Isles, Hallandale, Hollywood, great restaurants, bars, water sports, recreational areas and malls. 30 min away from Wynwood, Design District and...

  • House
  • 1800
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $10,500 - $15,000

2,200 SF 4BR/2BA home with heated pool & lanai, dual living rooms, kids' room with bunk beds, and huge backyard Marco Island, Florida, Listing ID: 31949

Welcome to your perfect Marco Island retreat! This exceptional 2,200 SF 4-bedroom, 2-bathroom single-family home sits on a spacious triple lot, a rarity on Marco Island, ensuring ample privacy and room to unwind. Step inside and discover the luxury of two separate living...

  • House
  • 2200
  •  4
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $22,000

New construction Pool home with 4 bedrooms and 3 bath close to the beach! Walk or ride to white sandy beaches. Naples, Florida, Listing ID: 33454

New construction close to the beach POOL AND SPA entire house. This 4 bedroom 3 bath home is equipped and turnkey ready for your stay. All you need is your suitcase. The lanai includes an outdoor kitchen with grill, and television. Watch the big game while lounging in the pool....

  • House
  • 1988
  •  4
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $7,500 - $8,000

Naples 3 Bedroom Home for seasonal rental Naples, Florida, Listing ID: 33464

Imagine yourself spending winter in this serene, recently renovated 3-bedroom + office home in the prestigious Veronawalk community. This peaceful retreat is perfectly situated on the community's edge, offering privacy with no neighbors behind. Enjoy the expansive heated pool,...

  • Home
  • 1995
  •  3
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

Begin and end each day with views of the Gulf of Mexico Naples, Florida, Listing ID: 33475

Brand new A/C! Fully enclosed garage! Begin and end each day with views of the Gulf of Mexico from this 1481 square foot 2 Bed/2 Bath, renovated, unit in Tower Pointe of Arbor Trace, a highly coveted Senior Living Community. The highly functional kitchen with modern updated...

  • Condo
  • 1481
  •  2
  •  2
Monthly Rent $2,400

Completely remodeled condo! Bonita Springs, Florida, Listing ID: 33589

Nestled between S Tamiami Trail 41 and Old 41 Road, with access to all things Florida you also find perfect seclusion and privacy in this gem! Just minutes from shopping, grocery, and restaurants but also the beach and there are many to choose from. Completely remodeled unit,...

  • Condo
  • 0719
  •  1
  •  1

Paradise Place is located in Marathon, FL surrounded by excellent places where you can spend an unforgettable vacation. MARATHON, Florida, Listing ID: 33590

Are you looking for a place in paradise? Paradise Place is located in Marathon, FL surrounded by excellent places where you can spend an unforgettable vacation, ample parking, canal with access to the Gulf of Mexico. Can comfortably sleep 9 people, has 2 bedrooms, 2 bathrooms,...

  • Home
  • 1447
  •  2
  •  2
Monthly Rent $3,600

Looking for a cozy and modern place to call home just minutes from the beach? Estero, Florida, Listing ID: 33613

Experience Bonita Springs/Estero in this bright refreshed 2-bedroom 2-bathroom condo with gorgeous views of the lake. Located in a stunning private gated community just 19 minutes from Fort Meyers airport, and 13 miles from the beach, you can enjoy the...

  • Condo
  • 1192
  •  2
  •  2
Monthly Rent $2,175

Nestled in the park-like community of Golden Gate, Aqua Bay Apartments is conveniently located minutes to I-75, Naples, Florida, Listing ID: 33637

Nestled in the park-like community of Golden Gate, Aqua Bay Apartments is conveniently located minutes to I-75, just 7 miles from the world famous beaches of Naples and a short drive to the best shopping and dining on the west coast of Florida. Aqua Bay is an apartment...

  • Apartment
  • 850
  •  1
  •  1
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500 - $4,000

Your Own Cozy Beach Bungalow Retreat Lake Worth, Florida, Listing ID: 33678

Escape to this stunningly remodeled 1-bedroom, 1-bath beach bungalow, perfectly blending coastal charm with modern comfort. Tucked away on a quiet neighborhood block, you'll enjoy the peace and quite of your home while being less than 1.5 miles from the beach, 10-15 minutes...

  • House
  • 900
  •  1
  •  1
Details No Image Available

$Multi-Month Discount!

Efficiency studio 1/2 block from the beach. Hollywood, Florida, Listing ID: 33751

The Sunshine is a small motel just 100 yards from the beach. We have just six rental units, a one bedroom apartment, four efficiency studios and a motel room. The apartment and studios all have complete fully furnished kitchens. The room has a fridge, microwave, toaster and...

  • Studio
  • 350
  •  0
  •  1

Beach House 51 - Large Heated Pool - 10min from Beach Lighthouse Point, Florida, Listing ID: 33795

**HIGHLIGHTS** - Large Heated Pool (November through end of May) - Spacious Backyard - Fully stocked and equipped kitchen - Smart TVs in every bedroom - Ceiling fans in every bedroom - Fast Wi-Fi - Safety fence for pool (optional) - Pack'n Play, Highchair, Kids...

  • House
  • 1,546
  •  4
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $9,000

This move-in ready 3 bed | 2.5 bath unit, situated within a delightful 15-unit waterfront building, Delray Beach, Florida, Listing ID: 33799

This move-in ready 3 bed | 2.5 bath unit, situated within a delightful 15-unit waterfront building, showcases the essence of Florida living in desirable Delray Beach. Ideal for either a seasonal getaway or a year-round home, this beautifully furnished residence offers everything...

  • Townhouse
  • 1871
  •  3
  •  2 1/2
Monthly Rent $9,570 - $10,710

Island Nature Retreat Fort Myers Beach, Florida, Listing ID: 33991

Top Reasons to Book this South End Home: * Canal Front Home with Private Pool * Screened in Lanai with Built-In Bar and Outdoor Furniture * Less than 1 mile to Beach Access #11 * 4.5 miles to Times Square * Professionally Managed Welcome to Island Nature Retreat,...

  • House
  • 1170
  •  2
  •  2
Monthly Rent $ 18,450

The Big Blue Fort Myers Beach, Florida, Listing ID: 33992

Top Reasons to Book this Adorable, Charming Home: * Canal Front with Relaxing Water Views * Beautiful Back Porch with Dining Space for 6 * Lush Landscaping - Perfect for Privacy * Private Boat Dock * 528 Yards to Beach Access #11 * 4 Miles from Times Square *...

  • House
  • 1012
  •  2
  •  1 1/2
Monthly Rent $ 6,480

Aqua Oasis Fort Myers Beach, Florida, Listing ID: 33993

Top Reasons to Book Aqua Oasis: * Canal Front with Private Boat Dock * Updated, Modern Interior with High-End Touches * 438 Yards to Public Beach Access #16 * 3 Miles to Times Square * Professionally Managed Welcome to Aqua Oasis. You will love the pure beauty and...

  • House
  • 1300
  •  2
  •  2
Monthly Rent $11,820 - $13,020

Palmview Paradise Fort Myers Beach, Florida, Listing ID: 33994

Top Reasons to Book this Beautiful Canal Front Home: * Canal Front with Private Pool * Bring Your Kayak and Paddleboard * All Brand New Furnishings (2024) * YouTube on all TVs * Less than 1 mile to Beach Access #11 * 4.5 miles to Times Square * Professionally...

  • House
  • 1570
  •  3
  •  2
Monthly Rent $11,820 - $13,080

Ibis Landing Fort Myers Beach, Florida, Listing ID: 33995

Top Reasons to Book Ibis Landing: * South End Canal Front 3 Bedroom Home * Private Heated Pool and Dock * All New Furnishings as of 2024 * YouTube on All TV’s * 495 Yards to Beach Access #11 * 3.5 Miles to Times Square * Professionally Managed Come experience Ibis...

  • House
  • 1568
  •  3
  •  2
Monthly Rent $11,790 - $12,990

Flight of Albatross Fort Myers Beach, Florida, Listing ID: 33996

Top Reasons to Book Flight of Albatross: * Gorgeous Brand-New South End Home * Private Pool with Spill Over Spa and Thatched Tiki Hut * Canal Front – Bring your Kayak and Paddle Board * 0.6 Miles to Beach Access #11 * 4.2 Miles from Times Square * Professionally...

  • House
  • 2125
  •  3
  •  3
Monthly Rent $2,010 - $2,490

Sunsational Sunsets Fort Myers Beach, Florida, Listing ID: 33997

Top Reasons to Book Sunsational Sunsets: * Stunning Private Pool Overlooking the Canal * Outdoor Covered Bar with Lounge Area and Grill * Beach Essentials (Beach Chairs, Wagon, and Towels) * Pet Friendly (Under 30lbs, Additional Fee Applies) * 302 Yards to Beach Access 33...

  • House
  • 2683
  •  5
  •  4
Monthly Rent $5,280 - $5,880

MT Beach Nik #2 Fort Myers Beach, Florida, Listing ID: 33998

Top Reasons to Book at Mermaid Tales: * Shared Complex Pool with Spill Over Spa * Beach Chairs Available on First Come, First Serve Basis * Pet Friendly for Dogs Under 30lbs (For an Additional Fee) * 530 Yards to Beach Access #27 * 0.9 Miles to Times Square *...

  • Multi-Family
  • 522
  •  1
  •  1
Monthly Rent $ 6,600

Waterside Penthouse #3H1 Fort Myers Beach, Florida, Listing ID: 33999

Top Reasons to Book Waterside Penthouse #3H1: * Views of the Gulf of Mexico * Community Lagoon Style Pool and Hot Tub * Enjoy Onsite Sauna, Fitness Center, Tennis Courts, BBQ and more * 0.6 Miles to a Private Beach Access for the Community * 5.5 Miles to Times Square *...

  • Condo
  • 1405
  •  2
  •  2

Enjoy Sunset Views Over The Gulf of Mexico Marco Island, Florida, Listing ID: 34019

Enjoy sunset views over the Gulf of Mexico every night of the year from the spacious, beautifully furnished living room. Formal dining area with a beautiful built-in Buffet for entertaining. Lovely appointed kitchen offering a hooded induction range and breakfast bar. A large...

  • Condo
  • 1445
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Spacious 2BR/2BA condo with upscale furnishing, stunning views, and modern amenities- your perfect getaway! Key West, Florida, Listing ID: 34034

Stunning 2-Bed, 2-Bath condo from top to bottom with all high end furnishings and attention to detail beautiful views of the Atlantic Ocean from your balcony. High-end upgrades, include a beautiful kitchen with custom cabinets, stainless steel appliances, under cabinet lighting...

  • Condo
  • 1,314
  •  2
  •  2
Monthly Rent $2,750

RV located in Key Largo Kampground with amenities such as pool, marina, laundrymat, recreational and social activities. Key Largo, Florida, Listing ID: 34041

This recreational vehicle trailer is located in Key Largo Kampground and will comfortably fit 2 people. There is a queen size futon that can sleep an additional 2 people. Property has an automatic awning with fans and lights. Short walk to all amenities that Key Largo...

  • Condo
  • 300
  •  1
  •  1