MARATHON Listings

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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

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

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

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Monthly Rent $10,622 - $19,544

Prime 2BR | Balcony | Dog Friendly Key West, Florida, Listing ID: 32691

The Frontier Suite - Key West, FL Dog-friendly condo in prime location - walk to dining & sights, near the beach *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Get...

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  • 1800
  •  2
  •  2
Monthly Rent $5,847 - $11,482

Welcoming 1BR Dog Friendly | W/D Key West, Florida, Listing ID: 32692

Olivia Street Retreat - Key West, FL Welcoming & Conveniently Located Dog-Friendly Home - Walk to Everything *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. If Key...

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Monthly Rent $4,247 - $8,202

Charming 1BR Dog Friendly | Deck | W/D Key West, Florida, Listing ID: 32695

Gingerbread - Key West, FL Charming home in Old Town, walk to shops & restaurants - dog-friendly *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Take advantage of...

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Monthly Rent $8,950 - $16,692

Large 3BR Dog Friendly | Pool | Balcony | W/D Key West, Florida, Listing ID: 32696

Seaport Retreat - Key West, FL Dog-friendly home w/ large private pool only a short walk to Historic Seaport This beautiful Key West home has just the right mix of beach vibes and modern amenities to make you feel right at home during your Florida vacation. Multiple...

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  • 1584
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  •  3
Monthly Rent $5,377 - $8,425

Charming 2BR Dog Friendly | Deck | W/D Key West, Florida, Listing ID: 32697

Barefoot Bungalow - Key West, FL Charming dog-friendly home surrounded by palm trees Close to attractions This gorgeous home is a perfect escape for a private and quiet getaway. The home is surrounded by palm trees which creates a shaded and private patio. The home...

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  •  2
Monthly Rent $4,131 - $7,152

3BR Oceanview Dog Friendly | Dock | Patio Key West, Florida, Listing ID: 32698

Beautifully situated among the palms and right on a canal that leads out to open water, this three-bedroom home on Big Coppitt Key is the perfect Florida Keys escape for boating enthusiasts, anglers, and families and friends in search of waterfront relaxation. This single-story...

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Monthly Rent $5,424 - $9,549

Upscale 3BR Lakeview Dog Friendly | Pool | Deck Key West, Florida, Listing ID: 32700

Nestled in a peaceful gated community, this two-level townhome is located right on a golf course in the gated grounds of the Key West Golf Club, only a few miles from those pristine Key West beaches. Your group will have multiple private outdoor areas to choose from, depending...

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Monthly Rent $9,417 - $12,388

Colorful 2BR Oceanview 2nd-Floor | Balcony Key West, Florida, Listing ID: 32701

Color of the Keys - Key West, FL Colorful waterfront condo with pool & hot tub, AC, W/D, & WiFi - dogs OK All the best of Key West is right at your doorstep at this colorful, second-floor condo just across the street from the gorgeous aquamarine water the Keys are...

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  • 1186
  •  2
  •  2
Monthly Rent $10,393 - $19,250

3BR Waterview Dog Friendly | Pool | Deck | W/D Key West, Florida, Listing ID: 32702

Featuring its own backyard oasis, this two-story retreat invites you to experience the best of island living right at home. Surrounded by lush landscaping, the fenced backyard features a private heated pool with a waterfall as well as an outdoor seating area where you can dine...

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  • 1750
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Monthly Rent $4,628 - $5,923

2BR Oceanfront Dog Friendly | Dock | Balcony Key West, Florida, Listing ID: 32703

Jewel on Jade - Key West, FL Canalside condo with private dock, boat ramp, water-view patio, central AC & W/D A serene, canal-front oasis is yours at this Big Coppitt Key retreat. Complete with a private dock and boat ramp offering direct access to the Gulf of...

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  • 1095
  •  2
  •  2
Monthly Rent $6,750 - $9,532

Upscale 3BR Golf Course View Dog Friendly | Pool Key West, Florida, Listing ID: 32704

This vacation home is perfect for your next adventure with family and furry companions. Enjoy a quiet afternoon in the hammock on the balcony that overlooks the golf course and the private pool, where you can venture down for a splash. The enclosed backyard is filled with...

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Monthly Rent $4,528 - $7,975

Walk to Beach 2BR Dog Friendly | Pool | Patio Key West, Florida, Listing ID: 32705

The Headquarters - Key West, FL Breezy Florida Home with Shared Pool, Dog & Snowbird-Friendly - Walk to Beach *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Small...

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  • 694
  •  2
  •  1
Monthly Rent $5,099 - $8,000

BOAT-FRIENDLY Canal-front 3BR (Sleeps 6) 2BA House w/2nd-Story Covered Deck, w/65-Foot-long Dock Little Torch Key, Florida, Listing ID: 32736

Cayo Loco - Little Torch Key, FL Waterfront home with dock, high-speed WiFi, and central AC - snowbird-friendly Kick back on the canal - this home is ready to host you! Relax in a friendly space with essentials like central air conditioning and a ceiling fan in...

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Monthly Rent $10,520 - $19,870

BOAT-FRIENDLY House 3BR (Sleeps 8) 2BA Canal-front home with Waterfront Screened Pool and Covered Patio with a TV and Fi Marco Island, Florida, Listing ID: 32739

Galleon's Treasure - Marco Island, FL Modern, canal-front home with amazing views, private pool, central AC, fast WiFi This bright and airy retreat offers guests canal views and easy access via bike to the sugar-white sand beaches of Marco Island! This vacation...

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  • 1940
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Monthly Rent $2,760 - $14,840

Monthly DOG-FRIENDLY (up to 2) BOAT-FRIENDLY 3BR (Sleeps 6) 2BR Canal-front House w/Screened Private Heated Pool/Lanai Marco Island, Florida, Listing ID: 32741

Marco Island Getaway - Marco Island, FL Canalfront, Dog-Friendly Home with Heated Pool and Dock This lovely canal-side home is sure to make your stay on Marco Island one to remember. Spacious, this single-family home is packed with enjoyable amenities. Enjoy water...

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  • 1900
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Monthly Rent $7,250 - $9,142

Spacious 2BR | Patio | Pool | Washer/Dryer Naples, Florida, Listing ID: 32816

Sunny Slice of Paradise - Naples, FL Spacious condo with WiFi, pool, hot tub & on-site restaurant/bar *Please note that this home only allows minimum stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Head to Naples for...

  • Condo
  • 1084
  •  2
  •  2
Monthly Rent $3,600 - $18,650

MONTHLY DOG-FRIENDLY (Up to 4) 3BR w/Covered Patio overlooks SCREENED HEATABLE PVT POOL w/Lake views, Tennis & Comm.Pool Naples, Florida, Listing ID: 32817

Naples Paradise - Naples, FL MONTHLY DOG-FRIENDLY (Up to 4) Lake View, Snowbird-Friendly Home w/ Private Pool, High-Speed WiFi, & Central AC Cheerful, bright, and full of amenities, this lovely home is ready to welcome families and groups. Enjoy views of a local...

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Monthly Rent $8,130 - $14,748

MONTHLY DOG-FRIENDLY (Up to 2) Fenced 3BR (Sleeps 8) 3BA Home w/private Courtyward and Pool w/Outdoor Fireplace Naples, Florida, Listing ID: 32818

Retreat at The Moorings - Naples, FL MONTHLY DOG-FRIENDLY (Up to 2) Fenced 3BR (Sleeps 8) 3BA Home w/private Courtyward and Pool w/Outdoor Fireplace Nestled within the Moorings, this home is ready to welcome guests with refined furnishings and helpful amenities....

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  •  3
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1BR | Deck | Heated Pool | 1 Block to Beach Pompano Beach, Florida, Listing ID: 32948

* Only registered guests 25 + are allowed on the premises. All guests shall abide by Vacasa's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 pm to 8 am and no parties or loud noise is permitted. One vehicle parking per apartment (with...

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  • 660
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  •  1
Monthly Rent $6,494 - $9,316

2BR Waterview | Pool | Dock | Balcony | W/D Summerland Key, Florida, Listing ID: 33022

With three separate living areas and a private heated pool, this charming home is full of comfortable spaces for guests to enjoy. Stay in the main house, the downstairs lounge, or in the guest house complete with a full bathroom - each area has its own private entrance. But no...

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Monthly Rent $1,987 - $4,647

Open 2BR Waterview | Balcony | W/D Tavernier, Florida, Listing ID: 33023

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Find a charming, sun-splashed home away from home at this canal-front escape in Tavernier! Bring your water toys and use the Harry...

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Monthly Rent $4,160 - $8,709

Charming 3BR Oceanfront | Dock | Patio | W/D Tavernier, Florida, Listing ID: 33024

A fantastic getaway awaits along the Florida keys, perfect for escaping the hustle and bustle of everyday life. With the ocean steps away, rent a boat, paddleboard, kayak, surfboard, or fishing gear to make the most of your oceanside vacation. Tour the sights like Rain Barrell...

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Monthly Rent $3,040 - $4,800

Ocean-view w/Balcony 1-block to Beach/Shopping/Dining w/Waterfront Pool & Grills | Monthly Rent: $3,040 - $4,800 Fort Lauderdale, Florida, Listing ID: 33151

You'll be able to make the most of everything that Fort Lauderdale offers at this light-filled condo in Harbor Haven, where you'll wake up each morning to views of rustling palms and the shimmering Atlantic Ocean one block away. Leave your car in the private parking space and...

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  • 795
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Monthly Rent $2,960 - $4,000

Stunning Ocean-facing Condo with Intercoastal Views & Balcony, w/Waterfront Pool Gas Grill -1 block to Beach Fort Lauderdale, Florida, Listing ID: 33152

Paradise Perch - Fort Lauderdale, FL Stunning ocean-facing condo with intercoastal views & balcony -1 block to beach Take that much-needed romantic getaway and make this stylish condo your home away from home! With gorgeous views of the Atlantic and downtown from...

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  • 795
  •  1
  •  1
Monthly Rent $2,760 - $16,670

Spacious Home with Private Pool Close to Shopping & Beaches Naples, Florida, Listing ID: 33155

A fantastic vacation awaits at this three-bedroom home in Naples, FL. Offering a private pool and access to community amenities, up to six guests will be comfortable here. Located in the gated community of Briarwood, you'll be near shops and restaurants on Fifth Avenue, and an...

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Monthly Rent $4,350 - $6,530

1BR Oceanview | Balcony | Pool | Miami, Florida, Listing ID: 33278

Located on the 44th floor, this one bedroom provides an ample dining and living space. With an open concept plan, a single-wall kitchen housing sleek cabinets, Wolf appliances, and a SubZero refrigerator, you will definitely feel back at home. This home has balcony access in...

  • Apartment
  • 1000
  •  1
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Monthly Rent $3,026 - $4,641

1BR condo stay with pool, hot tub, & fitness room Miami Beach, Florida, Listing ID: 33279

Placed right in the beautiful Decoplage building, you'll be glad you booked this vacation condo! Slip into your favorite bathing suit and head out to the soft sands of South Beach (just a few steps away from your stay) and read a good book under the shade of an umbrella as your...

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  • 800
  •  0
  •  1
Monthly Rent $12,600 - $13,950

DOG-FRIENDLY Newly-Built House 3BR (Sleeps 6) 3BA w/Pool (Has Waterfall Feature) & Grill, Walk to Beach/Shopping/Dining Key West, Florida, Listing ID: 33333

Newly-Built, Dog-Friendly Home with Shared Pool - Walk to Beach & Dining

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.*

Head to Key West and revel in...

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  • 1400
  •  3
  •  3
Monthly Rent $4,950 - $10,169

DOG FRIENDLY Classic 2BR | Pool | Deck | W/D Key West, Florida, Listing ID: 33338

Old Town Key West classic with private saltwater pool & enclosed patio- by shops

This home is just perfect for your Keys getaway! The open floor plan and well-appointed kitchen will make your stay more than comfortable. French doors off the living room and...

  • House
  • null
  •  2
  •  2
Monthly Rent $1,708 - $5,111

Quaint 3BR | Pool | Dog Friendly Bonita Springs, Florida, Listing ID: 33342

Quaint, dog-friendly condo w/ access to shared pool

Enjoy an extended stay in this dog-friendly, quaint and quiet three-bedroom, two-bath condo in Bonita Springs! The open floor plan brings together the full kitchen, dining and living areas. A great feature is a...

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  • 1424
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  •  2
Monthly Rent $3,000 - $3,620

Amazing 2BR 2nd-Floor | Deck | Pool | Marco Island, Florida, Listing ID: 33361

Amazing home w/free WiFi for remote work, screened-in patio near beaches/marina

You're going to love savoring your first cup of morning coffee on the screened-in patio of this beautiful home! When you're not out playing on the beach or exploring Rose Marina,...

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  • 787
  •  2
  •  2
Monthly Rent $6,302 - $7,922

3BR Oceanfront | Dock | Balcony | W/D Key Largo, Florida, Listing ID: 33363

Oceanfront, Snowbird-Friendly Home with High-Speed WiFi, Ocean Views, and Dock

Prepare for true canalfront living at this home! Casual in nature and comfortable in every room, this home is ready with the central air conditioning and enough seating for everyone....

  • House
  • 2296
  •  3
  •  4
Monthly Rent $17,094 - $19,128

Stunning 3BR 1st-Floor | Patio | Pool Naples, Florida, Listing ID: 33364

Stunning Naples Condo Near the Beach & Shopping W/ Shared Pool & Gas Grills

Brand new and perfectly perched in the heart of downtown, this modern getaway will be ideal for the whole family to get a taste of the Naples lifestyle. As soon as you step foot...

  • Condo
  • 3100
  •  3
  •  4
Monthly Rent $3,999 - $8,598

Quiet 3BR Lakeview | Patio | Garage Parking | W/D Naples, Florida, Listing ID: 33381

This modern 3BR/2BA bungalow features 1,305 square feet of updated living space and a prime location 2 miles from Naples Beach. Whip up delicious meals with stainless steel appliances, or fire up the gas grill on the spacious screened lanai. Gorgeous granite surfaces add an...

  • House
  • 1305
  •  3
  •  2
Monthly Rent $2,759 - $4,066

3BR | Patio | W/D | AC | Snowbird Friendly Key Largo, Florida, Listing ID: 33385

Snowbird-Friendly Home with Central AC, High-Speed WiFi, and Washer/Dryer

Just a short walk from a lovely community park, this friendly home has plenty of room for guests to come in and relax. Unwind in central air conditioning inside, or enjoy a beverage out...

  • House
  • 960
  •  3
  •  2
Monthly Rent $9,800 - $10,876

2BR with pool and hot tub - 30-day minimum Naples, Florida, Listing ID: 33386

Upscale marina-view condo with pool, hot tub, & close to beach - 30-day minimum

Enjoy the best of the beach and the bay from this waterfront condo. Explore the waterfront shopping at Tin City, a short walk from home. Check out an event at the bandshell or play...

  • Condo
  • 1100
  •  2
  •  2
Monthly Rent $4,019 - $5,707

Canal-front 2BR with amazing views & boat acess Little Torch Key, Florida, Listing ID: 33393

Canal-front Keys escape with amazing view, boat access, firepit, grill, AC, & W/D

Enjoy a canal-front getaway in the Florida Keys! This colorful charmer offers a private slice of paradise with easy access to Key West. Immerse yourself in the wonders of nature...

  • Duplex
  • 1080
  •  2
  •  1
Monthly Rent $6,580 - $7,325

DOG FRIENDLY Fenced, BOAT FRIENDLY Boat-Lift & Dock, Canal-front with Balcony Sunset Views, Firepit, Grill, Outdoor Kitchen and Key Largo, Florida, Listing ID: 33394

DOG FRIENDLY Fenced, BOAT FRIENDLY Boat-Lift & Dock, Canal-front with Balcony Sunset Views, Firepit, Grill, Outdoor Kitchen and Basketball court

Welcome to the canal! This home, just one mile from John Pennekamp Coral Reef State Park, is built for good times,...

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  • 2432
  •  2
  •  2
Monthly Rent $2,055 - $5,181

2BR dog friendly getaway with a pool Pompano Beach, Florida, Listing ID: 33398

Dog-friendly getaway with a pool, furnished patio, washer/dryer, & tropical yard

Picture yourself at this classic Pompano Beach condo located less than a quarter-mile from the surf and sand. On-site, enjoy immediate access to a sparkling, shared pool, or stay...

  • Condo
  • 1040
  •  2
  •  2
Monthly Rent $5,425 - $10,688

DOG FRIENDLY (up to 4 Dogs), BOAT FRIENDLY Waterfront Sunrise Views from Living Room, Balcony, and Back Yard w/Grill, Private Pi Duck Key, Florida, Listing ID: 33403

DOG FRIENDLY (up to 4 Dogs), BOAT FRIENDLY Waterfront Sunrise Views from Living Room, Balcony, and Back Yard w/Grill, Private Pier and Dock: beach escape with bay views, Free Parking

Say hello to pure coastal bliss right on the harbor at this fabulous Duck Key...

  • House
  • 1260
  •  2
  •  2
Monthly Rent $5,510 - $17,260

3rd Floor w/Balcony, in Gated Community w/Pool, Fitness Center, on Stock Island (between Key West and Boca Chica Key Islands) Key West, Florida, Listing ID: 33427

Hemingway Hideaway Family home 3rd Floor w/Balcony, in Gated Community w/Pool, Fitness Center, on Stock Island (between Key West and Boca Chica Key Islands)

Tropical charm and southern comfort combine for a memorable getaway at this three-bedroom,...

  • House
  • 1420
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $25,000

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

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...

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  • 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
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