Naples Listings

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Monthly Rent $3600.00 - $18650.00

3BR Lakefront Dog Friendly | Pool | Patio | W/D Naples, Florida, Listing ID: 32817

Cheerful, bright, and full of amenities, this lovely home is ready to welcome families and groups. Enjoy views of a local lake just outside your window, You may spend most of your stay out next to the private pool - the lanai makes it easy to get comfortable no matter what the...

  • House
  • 1998
  •  3
  •  2
Monthly Rent $8130.00 - $14748.00

3BR Dog Friendly | Private Pool | Deck | W/D Naples, Florida, Listing ID: 32818

Nestled within the Moorings, this home is ready to welcome guests with refined furnishings and helpful amenities. From the moment you walk through the front door, you'll feel at ease within the upscale nautical design. The star of the home is undoubtedly the bright private pool,...

  • House
  • 3088
  •  3
  •  3
Monthly Rent $17094.00 - $19128.00

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 $3999.00 - $8598.00

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 $9800.00 - $10876.00

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

Similar Properties


Monthly Rent $2000.00 - $6000.00

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...

  • Condo
  • 731
  •  1
  •  1 1/2
Monthly Rent $2500.00

On pond ,quiet village,pool,club house Sebring, Florida, Listing ID: 26161

Two bedroom two bath small dining room open concept on pond two patios one is climate controlled the other is a screen porch.washer and dryer.car port,fullly furnished, you must cover furniture..husband is allergic to animals. Must be house broken. Small dogs only. Right now...

  • Home
  • 0
  •  2
  •  2
Monthly Rent $5000.00

Spectacular Lake House Oasis on Gorgeous Lake June in Lake Placid Florida - 4 Bedroom 3 Bath Lake Placid, Florida, Listing ID: 26610

This amazing home is just what you are looking for if you want to relax in warm weather and enjoy beautiful sunsets! Enjoy your sipping your morning coffee while sitting on our amazing dock watching the sunrise. Enjoy all that lake life has to offer such as boating, fishing,...

  • Home
  • 2245
  •  4
  •  3

Charming 3 bed/ 2 bath cottage in perfect location. Now available Jan/Feb/March 2025! 3 month minimum Englewood, Florida, Listing ID: 27061

Charming cottage in great location. All the comforts of home in this 3 bed/ 2 bath. Nice lanai and large private, fenced backyard. Less than half mile from Dearborn Street which has great restaurants/shops. Walking distance to thrift stores, boat dock and parks. Easy bike...

  • Home
  • 1172
  •  3
  •  2
Monthly Rent $2950.00

Banyan House in Boynton Beach with central a/c, wi-fi, 2 smart TVs and only 10 mins driving to the beach. 55+ Community Boynton Beach, Florida, Listing ID: 29527

Very nice 2beds/2baths independent house on a very large lot in the Parry Village, a 55+ Community in Boynton Beach. This home is fully furnished with central a/c, huge porch, garden, washer and dryer, dishwasher, and only 10 minutes driving to the beach. It also includes...

  • Home
  • 1562
  •  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

Waterfront Mansion for all reunion needs Fort Lauderdale, Florida, Listing ID: 30571

Astounding estate furnished to an impeccable standard. It’s the ideal retreat for an exquisite & upscale stay, located in the heart of Fort Lauderdale. On the water, with the sun in the horizon. We believe it’s the ultimate location to experience Fort Lauderdale the way it...

  • HOUSE
  • 11000
  •  7
  •  7

Maison Du Luc Fort Lauderdale, Florida, Listing ID: 30573

Discover a mid-century modern haven at the edge of Birch State Park. This home is as chic as it is fun: explore the waters on the kayaks, host stylish family affairs in the sophisticated dining area or screened-in porch. When you’re ready to explore, the beach—home to Fort...

  • HOUSE
  • 3500
  •  5
  •  4

Parrot Paradise Sarasota ~Near Pinecraft and Beach. Family & Business Friendly Low Cleaning fee. Large yard Pets Welcome Sarasota, Florida, Listing ID: 30670

Welcome Home to "Parrot Paradise Sarasota". Yes, you will most likely hear and see green parrots flying nearby and nesting amongst trees..

This is a comfortable recently expanded split bedroom plan, 2 bedroom, 2 bathroom, minimally decorated, very clean smoke-free duplex...

  • House
  • 1408
  •  2
  •  2
Monthly Rent $4500.00

Brand New Lakefront Townhouse. Fish from your own backyard! Spacious with 3 bedrooms, 2.5 bathrooms + Loft DEERFIELD BEACH, Florida, Listing ID: 30814

Gorgeous designer finishes, including custom window treatments, luxury Europian wallpaper, and sleek light fixtures complement contemporary look. Our guests enjoy a modern open floor plan, comfortable designer furnishings. Unbeatable location - 1.4 miles to I-95, just 4 miles to...

  • House
  • 1980
  •  3
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3819.00 - $6585.00

Across The Street From The Beach Holmes Beach, Florida, Listing ID: 30970

This is a three unit complex that is very quiet. Right across the street from the public beach. Walking distance to a couple of restaurants. This unit is an updated coastal decor, light and bright. Shared backyard with a tiki bar, gas grill and lounge chairs. Well behaved pets...

  • Beach Home
  • 750
  •  2
  •  1
Monthly Rent $3880.00 - $7293.00

BOAT-FRIENDLY, DOG-FRIENDLY, newly renovated 2BR Home (Sleeps 6) High-Speed WiFi, Canal-front Dock, Private Boat Ramp! Tavernier, Florida, Listing ID: 31490

Book this newly renovated home that sits on a major canal, where guests can tie off a boat, in the Indian Waterways neighborhood. The nautical-themed decoration throughout the house will truly help you leave all of your worries behind and focus on having a great time!...

  • Home
  • 0
  •  2
  •  1

Sunset Beach House, 2 Bedroom, Sleeps 6, Gulf View, WiFi Sarasota, Florida, Listing ID: 31952

An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with...

  • Condo
  • 1010
  •  2
  •  1/2

2bedroom/2bathroom Beach House Key West, Florida, Listing ID: 31954

his two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting...

  • House
  • 881
  •  2
  •  1/2
Monthly Rent $6510.00 - $17750.00

2BR Oceanfront Dog Friendly | Deck Anna Maria, Florida, Listing ID: 32344

You'll be able to spot this adorable mint-green bungalow from down the street! This charming home's dazzling location backs up to the bay with wide-open views of the waves. Keep an eye out for dolphins from your deck or bring a book out to the beach chairs and stick your toes in...

  • House
  • 1300
  •  2
  •  2
Monthly Rent $6230.00 - $30840.00

3BR Dog Friendly | Pool | Balcony | Game Room Anna Maria, Florida, Listing ID: 32345

A special time awaits you at this updated beach house on Anna Maria Island. Featuring a dog-friendly attitude, a private lagoon pool, and easy access to Bean Point Beach, this house will leave you dreaming about the tropics for weeks after your trip. Located at the tip of Anna...

  • House
  • 2000
  •  3
  •  2
Monthly Rent $10280.00 - $26850.00

Breezy 3BR Waterview Dog Friendly | Pool | Dock Anna Maria, Florida, Listing ID: 32346

Retreat to your very own garden oasis at this three-bedroom Anna Maria home, a waterfront escape with a private dock on the canal, an outdoor pool, and an enviable location mere blocks from Bean Point Beach. You'll find this home on the serene North End of Anna Maria Island,...

  • House
  • 1750
  •  3
  •  2
Monthly Rent $5630.00 - $7856.00

3BR Oceanfront Dog Friendly | Dock | Balcony Big Pine Key, Florida, Listing ID: 32350

Situated along the canal with approximately 150 feet of seawall, this newly constructed home puts water activities right outside your doorstep. Untie your boat from the provided dock space and take a laidback boat ride into ocean or Gulf waters via the Bogie Channel. Enjoy...

  • House
  • 1190
  •  3
  •  2
Monthly Rent $3100.00 - $5600.00

2BR Waterview Dog Friendly | Dock | Deck | W/D Bokeelia, Florida, Listing ID: 32351

Old Florida meets modern comfort and convenience in this charming Bokeelia home. There's a homey feel from the moment you step through the front door into the first of two comfortable seating areas, each with beachy touches, plenty of seating and flatscreen TVs with streaming...

  • House
  • 910
  •  2
  •  2
Monthly Rent $3880.00 - $8180.00

Walk Everywhere 2BR Dog Friendly | Patio Bonita Springs, Florida, Listing ID: 32356

In the heart of historic downtown Bonita Springs, you'll find the family- and dog-friendly Birdsong Cottage. Step out your front door and walk to Riverside Park, restaurants, coffeeshops, and bars, then hop in the car for a quick drive nine miles west to the beach. Kayak rentals...

  • House
  • 980
  •  2
  •  1
Monthly Rent $3000.00 - $8570.00

Charming 3BR Dog Friendly | Patio | W/D Bradenton, Florida, Listing ID: 32359

Welcome to your ultimate Florida getaway, the vacation you've been dreaming of! This lovely home is only a block-and-a-half away from the riverwalk and Manatee River, one-and-a-half miles from The Bishop Museum Of Science And Nature, and six miles from Bradenton Beach and Anna...

  • House
  • 1524
  •  3
  •  2
Monthly Rent $6750.00 - $11800.00

Upscale 3BR Lakeview Dog Friendly | Pool | Balcony Bradenton, Florida, Listing ID: 32360

Golf course views and beautiful blue skies set the tone for this lovely home. Enjoy them both from your own private pool, complete with a lanai for extra comfort. When you're not lounging poolside, rinse off in the outdoor shower and head inside. Multiple relaxing spaces await,...

  • House
  • 3418
  •  3
  •  3
Monthly Rent $2500.00 - $3790.00

Quiet 3BR Dog Friendly | Pool | Deck | W/D Cape Coral, Florida, Listing ID: 32378

Spend leisurely days in the caged pool and entertain easily on the spacious lanai at this dreamy 3BR/2BA home. Nestled in a quiet and centrally located neighborhood, this welcoming retreat also features high ceilings, a 2-car garage, and a gourmet kitchen. A plethora of shops...

  • House
  • 1283
  •  3
  •  2
Monthly Rent $4650.00 - $11290.00

3BR Waterview Dog Friendly | Pool | Dock | Deck Cape Coral, Florida, Listing ID: 32379

Full of high ceilings and an abundance of natural light, this home is a perfect spot for a family or group to enjoy a peaceful rest from days of adventure. Located a few blocks from a major bike trail, it's perfect for those who enjoy a nice long uninterrupted walk, jog, or bike...

  • House
  • 1922
  •  3
  •  2
Monthly Rent $3570.00 - $10120.00

3BR | Pool | Dog Friendly | W/D Cape Coral, Florida, Listing ID: 32381

Located conveniently close to the Four Mile Cove Ecological Preserve, several fun-filled, local attractions, and downtown Cape Coral, this serene hideaway is a fantastic option for your next big family getaway to sunny southwest Florida! Step inside this single-level home and...

  • House
  • 1500
  •  3
  •  2
Monthly Rent $3000.00 - $13180.00

Dog Friendly 3BR | Heated Pool | Patio | Garage Cape Coral, Florida, Listing ID: 32382

Paradise awaits at this gorgeous Cape Coral escape. Equipped for family-friendly comfort, this private retreat boasts a spacious, enclosed yard complete with a heated pool and fully screened lanai furnished for outdoor living with a grill, dining table, TV lounge, and sun deck....

  • House
  • 1634
  •  3
  •  2
Monthly Rent $2760.00 - $9480.00

3BR Waterview Dog Friendly | Pool | Patio | W/D Cape Coral, Florida, Listing ID: 32383

Welcome to your home away from home! This three-bedroom retreat in Cape Coral boasts two living spaces for your family and friends to spread out. However, one of the most sought-after spots is the screened lanai - find a private heated pool, a handful of poolside beach loungers,...

  • House
  • 1486
  •  3
  •  2
Monthly Rent $2700.00 - $10240.00

Renovated 3BR Dog Friendly | Pool | Patio | W/D Cape Coral, Florida, Listing ID: 32384

Situated in a quiet neighborhood, you can enjoy sweeping canal views from the private covered patio or while taking a dip in the crystal-clear pool. While out on the town, be sure to explore the Rotary Park Environmental Center, Sun Splash Family Waterpark, and Mann Performing...

  • House
  • 1502
  •  3
  •  2
Monthly Rent $2500.00 - $4170.00

DOG FRIENDLY, 3BR (Sleeps 6) 2BA, Private Screened Pool! Monthly Rent: $2,500 - $4,170 Cape Coral, Florida, Listing ID: 32385

Complete with a private pool and furnished lanai, this Cape Coral escape comes primed for your next Gulf Coast getaway. The breezy, single-level interior showcases vibrant beach-inspired decor and all the home essentials to help you slip into vacation mode in no time. Soak up...

  • House
  • 1272
  •  3
  •  2
Monthly Rent $2670.00 - $8970.00

Beautiful 3BR Dog Friendly | Private Pool | Patio Cape Coral, Florida, Listing ID: 32386

Put your feet up, relax, and enjoy exquisite views of the water from the comfort of this Cape Coral vacation home! Located on the western edge of Cape Coral, with many of the city's popular attractions only a few minutes away, kids and parents alike will delight in visiting Sun...

  • House
  • 1349
  •  3
  •  2
Monthly Rent $3430.00 - $7040.00

3BR dog-friendly home with heated pool, patio, W/D Cape Coral, Florida, Listing ID: 32387

Conveniently located just four and a half miles from downtown Cape Coral, this dog-friendly home offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! As you step inside, be prepared to be greeted by a warm and inviting atmosphere....

  • House
  • 2053
  •  3
  •  2
Monthly Rent $3220.00 - $11490.00

3BR Dog Friendly | Pool | Hot Tub | Deck Cape Coral, Florida, Listing ID: 32390

Enjoy Southwest Florida luxury in this spacious, family-friendly home. This house boasts a private enclosed backyard and the lanai covers the spacious pool and poolside dining area so you can enjoy a fun swim all year round. The built-in outdoor kitchen is the perfect spot to...

  • House
  • 1449
  •  3
  •  2
Monthly Rent $3690.00 - $6071.00

2BR Waterview Dog Friendly | Patio | W/D Cudjoe Key, Florida, Listing ID: 32402

With a waterfront location overlooking the canals of Cudjoe Key, this comfy and convenient home is going to be the ideal place to enjoy some time with family and friends. The living room is spacious and attractive, featuring burnished floors, a mounted flatscreen TV, and a large...

  • House
  • 1200
  •  2
  •  3
Monthly Rent $9800.00 - $12582.00

2BR Oceanfront Dog Friendly | Pool | Dock Cudjoe Key, Florida, Listing ID: 32403

Set on a quiet corner lot with a private, heated pool, 50-foot seawall, outdoor bar, and a yard peppered with key lime, dragon fruit, mango, and coconut trees, this unique waterfront retreat is sure to be the highlight of your next vacation in the Keys! When you want to get out...

  • House
  • 1120
  •  2
  •  2
Monthly Rent $2640.00 - $4290.00

1BR 1st-Floor | Patio | Dog Friendly Deerfield Beach, Florida, Listing ID: 32429

Just minutes from the beach and surrounded by great food and drink options, this Deerfield Beach condo offers laid-back South Florida at its finest. This ground-floor getaway comes fully equipped for comfort, with home essentials including central air-conditioning and free WiFi....

  • Condo
  • 650
  •  1
  •  1
Monthly Rent $2765.00 - $5505.00

Canal-front, dog-friendly 2BR with dock & pool Duck Key, Florida, Listing ID: 32477

Lobster Lodge is the perfect retreat for your family getaway to the Sunshine State! This canal-front half-duplex features a 35-foot seawall dock. Relax out on the patios overlooking the canal or sit by the shared pool after taking a refreshing dip. Cozy up in the living area for...

  • Duplex
  • 1554
  •  2
  •  2
Monthly Rent $2765.00 - $5748.00

Dog-friendly 2BR on the canal with pool & dock Duck Key, Florida, Listing ID: 32479

Make yourself at home at this lovely, dog-friendly getaway featuring a 35-foot seawall dock! Prepare delicious meals and beach snacks and enjoy them on the expansive deck overlooking the canal. This family-friendly home also grants you access to a shared, heated swimming pool -...

  • Duplex
  • 1554
  •  2
  •  2
Monthly Rent $3100.00 - $4480.00

Bahama Breeze | Waterfront House in Ft. Myers Fort Myers, Florida, Listing ID: 32492

This impeccable, waterfront home seamlessly blends style and comfort. However you choose to unwind, you'll immediately feel at home. Stay connected with friends using the complimentary WiFi or effortlessly find directions for your local explorations. Prepare delectable al fresco...

  • House
  • 1256
  •  2
  •  2
Monthly Rent $3350.00 - $7570.00

Dreamy 3BR Dog Friendly | Pool | Patio Fort Myers, Florida, Listing ID: 32493

Say goodbye to cramped hotel rooms and kitschy condos and say hello to Dover's Retreat, your very own slice of paradise in the heart of Fort Myers. You will have the best of both worlds with many shops and restaurants within walking distance while still having an abundance of...

  • House
  • 1324
  •  3
  •  2
Monthly Rent $7800.00 - $9428.00

2BR waterview condo with pools - dog-friendly Holmes Beach, Florida, Listing ID: 32646

Centrally located in Holmes Beach in the Sunbow Bay Condominium, this sunlit and inviting condo features several desirable amenities plus amazing views of the water from the living area and the private, screened balcony. Watch the sunrise followed by an alfresco breakfast in the...

  • Condo
  • 1146
  •  2
  •  2
Monthly Rent $1800.00 - $3300.00

Dog-friendly studio near the beach Holmes Beach, Florida, Listing ID: 32647

Whether you're hanging ten or just hanging loose, this breezy studio in the heart of Holmes Beach is the ideal choice for your next Gulf Coast getaway! From the beach to a fantastic array of bars, restaurants, and local shopping options, the best of Anna Maria Island is at your...

  • Studio
  • 208
  •  0
  •  1
Monthly Rent $1554.00 - $2581.00

Inviting 1BR Dog Friendly | Balcony | Firepit Key Largo, Florida, Listing ID: 32672

*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. Escape the rat race and unwind in the beauty of the tropics when you book your soothing vacation to this Key Largo retreat. Built in...

  • House
  • 880
  •  1
  •  1
Monthly Rent $3625.00 - $4393.00

Sunny 2BR Dog Friendly | Private Pool | Deck Key Largo, Florida, Listing ID: 32673

Craving a beachy house with a yard? This home is perfect for those who want to get away from the hustle and bustle of the city and sink into a stool at the tiki bar. Relax on the shaded porch or in the private pool Throw some fish or hot dogs on the private gas grill, or just go...

  • House
  • 896
  •  2
  •  2
Monthly Rent $4256.00 - $8286.00

3BR Dog Friendly | Balcony | W/D Key Largo, Florida, Listing ID: 32674

Full of sunlight and modern coastal furniture, this home is ideal for a family or group looking to get away from it all. Recline on your personal screened-in balcony, or spread out within the comfortable living room. The open kitchen features everything guests need to cook up...

  • House
  • 1467
  •  3
  •  2
Monthly Rent $11928.00 - $23051.00

3BR Dog Friendly | Pool | Balcony | W/D Key West, Florida, Listing ID: 32690

This home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This Key West home is waiting for you and your group to make yourselves at home and enjoy lazy days by your private pool. You'll be within easy reach...

  • House
  • 1672
  •  3
  •  3
Monthly Rent $10622.00 - $19544.00

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

*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 away from it all and head to Key West for a sun-filled vacation with this two-bedroom, two-bath condo for six and enjoy easy...

  • Condo
  • 1800
  •  2
  •  2
Monthly Rent $5847.00 - $11482.00

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

*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 West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit...

  • House
  • 700
  •  1
  •  1
Monthly Rent $5971.00 - $9574.00

Sunny 2BR Dog Friendly | Chef's Kitchen| Hot Tub Key West, Florida, Listing ID: 32693

Sunshine comes easy in Key West, and you can enjoy it all here. Built in 1945, this beautiful home has been restored to perfection with amenities galore for modern guests to enjoy. Central air conditioning pairs perfectly with the home's high ceilings, creating a sunny...

  • House
  • 1053
  •  2
  •  3
Monthly Rent $4247.00 - $8202.00

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

*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 all that Key West has to offer from the incredible location of this adorable Key West home. This home features a...

  • House
  • 524
  •  1
  •  1
Monthly Rent $8950.00 - $16692.00

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

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 Smart TVs, an Alexa home speaker, and Netflix account let you play music and relax on lazy days. A spacious kitchen opens...

  • House
  • 1584
  •  3
  •  3
Monthly Rent $5377.00 - $8425.00

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

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 has a large 750 square foot master suite that is super luxurious - you may not want to leave the bedroom! A fully...

  • House
  • 1873
  •  2
  •  2
Monthly Rent $4131.00 - $7152.00

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...

  • House
  • 1408
  •  3
  •  2
Monthly Rent $5424.00 - $9549.00

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...

  • Townhouse
  • 1060
  •  3
  •  3
Monthly Rent $9417.00 - $12388.00

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

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 known for. Smathers Beach is just down the road, and all the restaurants, bars, and cafs of Duval St. and the historic...

  • Condo
  • 1186
  •  2
  •  2
Monthly Rent $10393.00 - $19250.00

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...

  • House
  • 1750
  •  3
  •  3
Monthly Rent $4628.00 - $5923.00

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

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 Mexico, this dreamy two-story condo comes primed for island living. A breezy, canal-view deck makes a perfect perch for sipping...

  • Duplex
  • 1095
  •  2
  •  2
Monthly Rent $6750.00 - $9532.00

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...

  • House
  • 1600
  •  3
  •  3
Monthly Rent $4528.00 - $7975.00

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

*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 families and close groups of friends will love this dog-friendly home for four in Key West! A shared swimming pool and nearby...

  • House
  • 694
  •  2
  •  1
Monthly Rent $2760.00 - $14840.00

3BR Oceanview Dog Friendly | Pool | Dock | Patio Marco Island, Florida, Listing ID: 32741

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 views from the lanai, or while going for a swim in the west-facing heated pool. Cook on the grill while taking...

  • House
  • 1900
  •  3
  •  2
Monthly Rent $6000.00 - $13176.00

3BR water-view with private pool & on-site golf North Fort Myers, Florida, Listing ID: 32836

Enjoy an extended stay at this gorgeous golf getaway in Herons Glen Golf and Country Club. With on-site access to a premier, 18-hole golf course along with a suite of resort-style features, this retreat is perfectly positioned to offer the best in Southwest Florida living....

  • House
  • 1644
  •  3
  •  2