Naples Listings

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Monthly Rent $4500

Ground floor 3 bedroom condo ,situated near Bonita Beaches. Gated community Naples, Florida, Listing ID: 25318

Our property overlooks a lake, fountain and small waterfall. It is situated in lush grounds well tendered gardens. It is very peaceful even in high season. The property it self is furnished and well maintained to a very high standard. There are 9 local beaches the nearest...

  • Condo
  • 1200-1400
  •  3
  •  2
Monthly Rent $2000 - $3500

Classic lakefront condo w/shared pool, sauna - lots of amenities, including golf Naples, Florida, Listing ID: 26115

Head to Naples for your next Florida getaway and revel in high-end amenities, including a shared resort-style pool and sauna, clay tennis courts, golf, and much more. Perfect for a small family or group of friends wanting to escape the din of life's hustle and bustle, this...

  • Condo
  • 1107
  •  2
  •  2
Monthly Rent $2800 - $4800

Waterfront, golf community home w/ private heated pool, overlooking a lake Naples, Florida, Listing ID: 26123

Treat yourself to a stress-free, fun-filled getaway when you book your next vacation to this Naples home. Whether you're driving down the lush fairways, floating in your private pool, or basking in your lake views, this home ensures that you'll be able to unwind in style....

  • Home
  • 1691
  •  3
  •  2
Monthly Rent $3500 - $3700

Beautiful two bedroom condominium with a picturesque view overlooking a lake and the 8th tee box on the golf course. Naples, Florida, Listing ID: 26189

Seasonal Rental - Naples Heritage Golf and Country Club - Rate negotiable if rented for more than 3 months or May-December. Currently available April 2019 to December 2019. Leased from January 1, 2020 to March 31, 2020. Beautiful 2-bedroom 2-bath condo located on the...

  • Condo
  • 1194
  •  2
  •  2
Monthly Rent $2600 - $4900

+++ 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. Heated pool. Tennis courts. Close to beaches, restaurants, shopping, golf, tennis and attractions. Incredible lake view from everywhere in your living area. Large private screened lanai...

  • Condo
  • 1500
  •  2
  •  2
Monthly Rent $1800

1 BR/2 BA Condo Located in 55+ Community - Naples, FL - Seeking 4-7 Month Snowbird @ $1,800/Mo. + Electricity | No Pets Naples, Florida, Listing ID: 26578

One+ bedroom, two full baths (sleeps 5) unit located in Imperial Wilderness in Naples, Florida. This condo is located just minutes from the Gulf of Mexico beaches, shopping and many restaurants. Featuring an updated kitchen, large patio. The complex has two large pools,...

  • Condo
  • 900
  •  1
  •  2

Oak Lake Sanctuary Villa, Located in the prestigious Pelican Bay community. Private three miles of prestine beach. Naples, Florida, Listing ID: 27080

Large bright King Master Suite over-looking the pool with large walk-in-closet. Spacious Guest Bedroom with Queen Bed, with en-suite bathroom, Cabana, Queen Bed, Private Suite, with TV, Wet Bar, spacious closet, en-suite bathroom. All rooms focus on the South Exposure,...

  • Villa
  • 2,100
  •  3
  •  3

Similar Properties


Monthly Rent $950 - $1200

Central FL, lakefront, private, quiet, peaceful, relaxing, golf/fish, bring clubs and boat-Perfect for couple or single. Avon Park, Florida, Listing ID: 21060

Unit will not be available until Sept 2020. Prefer 6 month+ but OPEN to discussion for shorter terms. Please speak directly with owner about rates. ANNUAL rate available for $950/month with certain lease structures. Unit #1 is a 1/1, comfy, home-like, completely furnished,...

  • Apartment
  • Approx 700
  •  1
  •  1
Monthly Rent $1990 - $5680

Condo - PGA Village, Port St. Lucie. Turnkey with professional managers and 24 hour service. Port St. Lucie, Florida, Listing ID: 22889

The Castle Pines area offers Port St. Lucie, FL rental homes that feature the safety and privacy of a gated community with the luxury of a lagoon-style pool. Enjoy all the comforts of home with the added amenities and prepare to focus on improving your game, making new friends...

  • Condo
  • 1200-1400
  •  2
  •  2 1/2
Monthly Rent $2000 - $2550

BOOK NOW FOR FALL 2019 / WINTER 2020 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...

  • RV Lot
  • 600-800
  •  1
  •  1
Monthly Rent $3000 - $3200

Now renting 2020- Waterfront Bright Modern interior! Beautiful 2 BR 2 BA Condo Heated Pool Fort Myers, Florida, Listing ID: 23303

3200 per month includes all taxes, utilities, cable peak season- November- April. Building with elevators for you convenience. Plan now for 2020. Beautiful tropical grounds nestled on the Caloosahatchee River. Quartz counters in kitchen and baths. Beautifully fully renovated...

  • Condo
  • 1000-1200
  •  2
  •  2
Monthly Rent $2000 - $3000

BOOK NOW for Fall 2019 or Winter 2020! Cottage Delice II is a short ride to Ft Myers Beach and Sanibel Island. 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...

  • RV Lot
  • 1175
  •  2
  •  2
Monthly Rent $1700 - $1800

MIAMI BEACH/OCEANFRONT Best Rate on the Beach $1650 monthly (4 month min) Fully equipped, parking garage, 24hr securit Miami Beach, Florida, Listing ID: 24261

This apartment is FULLY EQUIPPED! Just pack your bags. This Unit is familily owned vacation home. Very clean and nicely decorated. The Kitchen is totally equipped with all your needs and more. Full size refrigerator, 4 burner stove and microwave/convection oven. (Coffee...

  • Condo
  • 300-600
  •  0
  •  1
Monthly Rent $4000 - $5500

Available this winter! But Hurry this one will not last long!!! Islamorada, Florida, Listing ID: 24286

MINIMUM STAY: 28 DAYS NEW LISTING - Available this winter! But Hurry

  • Home
  • 1000-1200
  •  2
  •  2
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...

  • Home
  • 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...

  • Home
  • 1000-1200
  •  2
  •  2
Monthly Rent $2575 - $4000

Exceptional Condo, Gated Ocean front Condo Complex with Swimming Pool, Hot Tub! Islamorada, Florida, Listing ID: 24295

MINIMUM STAY: 29 DAYS Exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen with...

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $4400 - $5300

Oceanfront 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Islamorada, Florida, Listing ID: 24302

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you...

  • Condo
  • 1275
  •  2
  •  2
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...

  • Home
  • 1000-1200
  •  2
  •  2 1/2
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;...

  • Condo
  • 2261
  •  3
  •  2

The panoramic Open Water Views from this unit are Incredible! views on 3 sides! Plantation Key, Florida, Listing ID: 24307

MINIMUM RENTAL: 7 Nights (Saturday to Saturday) BROCK HAUS ON THE GULF is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The...

  • Condo
  • 1200-1400
  •  2
  •  2 1/2
Monthly Rent $9500 - $11000

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...

  • Home
  • 2500-3000
  •  4
  •  3
Monthly Rent $3750 - $4950

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

BEST PRICED WATERFRONT HOME IN AREA *******ALL NEW MONTHLY RATES******* MINIMUM STAY: 28 DAYS "Bayside Breeze" is a wonderful 2013 built stilt home centrally located in the Islamorada/Tavernier area. The open concept living area - kitchen, dining, and living - invites...

  • Home
  • 1400-1600
  •  3
  •  2
Monthly Rent $5950 - $7950

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...

  • Home
  • 2000-2500
  •  3
  •  2 1/2
Monthly Rent $9975

!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...

  • Home
  • 2500-3000
  •  4
  •  3
Monthly Rent $1000 - $2000

GET AWAY FROM IT ALL AND ENJOY PEACE AND SUNSHINE Sebring, Florida, Listing ID: 24394

This cozy home features an open floor plan, brand new appliances, wood floors, and WIFI access. It can sleep up to 4 people in a comfortable queen size bed and two twins. Easy parking is available outside the front door. You can enjoy breakfast on the deck in a privately...

  • Home
  • 1000-1200
  •  2
  •  1
Monthly Rent $1950 - $3500

Designer Furnished Lakefront Condo.Winter in Paradise.1 hour to Orlando Parks Sebring, Florida, Listing ID: 24648

Beautifully Furnished Condo. Master B/R - King Bed, Walkin closet, tv, prvt entrance to Lakefront Balcony, modern design, prvt bath with dual vanity, granite counters, travertine floor, garden spa tub and separate walk in travertine tile shower. 2nd B/R, king bed or owner can...

  • Condo
  • 1400-1600
  •  3
  •  2
Monthly Rent $1500 - $2750

Top floor Condo overlooking the Caloosahatchee River in friendly Cape Coral, FL. (90 day minimum rental, and no pets). Cape Coral, Florida, Listing ID: 25018

1 Bedroom 1 Bath Condo, top floor, on the Caloosahatchee River 90 day minimum rental. Additional months at reduced rates. No pets permitted, sorry, Condo Association rule. Living, Dining rooms,and balcony view south to Sanibel and Captiva. Master Bedroom views north, up...

  • Condo
  • 600-800
  •  1
  •  1
Monthly Rent $1700 - $3200

Seasonal Vacation Rental 55+ Gated Community Sarasota, FL Sarasota, Florida, Listing ID: 25021

May - October 2019 - $1,700.00 per month November - December 2019 - $2,200.00 per month January - March 2019 - $3,200.00 per month April 2019 - $2,200.00 month May - October 2019 - $1,700.00 per month November - December 2019 - $2,200.00 per month Background check and...

  • Home
  • 1000
  •  2
  •  2
Monthly Rent $1700 - $3200

NEWLY RENOVATED! SARASOTA RENTAL HOME, 55+ BEAUTIFUL GATED COMMUNITY 2BR/2 BATH, ALL AMENITIES. Sarasota, Florida, Listing ID: 25028

TURN KEY FURNISHED! AVAILABLE AND NEWLY RENOVATED. Please do not call Camelot Lakes about this listing - This is a PRIVATE RENTAL. Includes all utilities, sales & tourism taxes, trash, maintenance, TV & internet, Wi-Fi DVD player and radio/CD player. This home is...

  • Home
  • 1000-1200
  •  2
  •  2
Monthly Rent $1600 - $2200

Longing for the radiant sunshine, magnificent sunsets and serenity of Florida's Fort Myers, Florida, Listing ID: 25040

Whether for a month or for a whole season, Fort Myers Condos, a unique resort on the west coast of Florida, will make your wish come true. Strategically located less than 3 km from downtown Fort Myers, between Tampa and Naples, each condo is situated directly on the banks of...

  • Condo
  • 1200-1400
  •  2
  •  2
Monthly Rent $1600 - $2500

Ft. Lauderdale Beach - 9th Floor Ocean View Condo Fort Lauderdale, Florida, Listing ID: 25048

9th floor sunny apartment available for short term rental. 1 bedroom with ocean view, central A/C, furnished and equipped. Available for 3 month rental term. 2 blocks from beach, close to shopping and entertainment. Excellent location, between ocean and Intracoastal Waterway....

  • Condo
  • 600-800
  •  1
  •  1
Monthly Rent $2400 - $4100

Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25060

Charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient floor plan provide an inviting place to call home. You will enjoy your stay in this...

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $3300 - $4600

Beautiful Views Most Desirable Unit in the Upper Keys Near Everything Fish Swim! Islamorada, Florida, Listing ID: 25067

NEW ON THE RENTAL MARKET - Beacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself...

  • Condo
  • 1200-1400
  •  2
  •  2
Monthly Rent $4000 - $5000

Amazing views of Tampa Bay & the St. Petersburg skyline from this 3 Bd 2 Ba fully furnished home directly on the water! St. Petersburg, Florida, Listing ID: 25128

This single family home is located on Tampa Bay overlooking the skyline of downtown St. Petersburg. You might think you are on a cruise ship when you walk in and see how close the water is. Wall to wall sliding glass doors bring the amazing view right into the living room and...

  • Home
  • 1800-2000
  •  3
  •  2
Monthly Rent $1900 - $3100

Beautiful Lakefront Condo. Beach, Pool, BBQ, and Spa steps from your balcony. Winter in Paradise. Nightly Sunsets from your balc Sebring, Florida, Listing ID: 25161

Beautifully Furnished Condo. Master B/R - King Bed, Walkin closet, tv, prvt entrance to Lakefront Balcony, modern design, desk, prvt bath with dual vanity, granite counters, travertine floor, garden spa tub and separate walk in travertine tile shower. 2nd B/R, king bed or owner...

  • Condo
  • 1200-1400
  •  3
  •  2

Beautiful Oceanfront Direct View Condo on the Sand Pompano Beach, Florida, Listing ID: 25174

Gorgeous Oceanfront condo just completed total interior renovation. New range, microwave, refrigerator, dishwasher, new floors and tile throughout. New blinds and paint. Direct ocean views from Living Room and Master Bedroom. Totally furnished with everything you...

  • Condo
  • 1400-1600
  •  2
  •  2

Beautiful Home-Private Fenced Yard -30x15 Heated Salt Pool -Quiet Neighborhood.Minutes to Beach, Lanai-Garage-W /D Venice, Florida, Listing ID: 25322

Quiet Neighborhood- 10 mins to Venice Beaches - 30 mins to Siesta Key Beach- Shopping, Restaurants all very close by. Private Beach service with a Shuttle from Dock included. Kayaking, Canoe. Shamrock Park, 5 mins away- Hiking Trails-Tennis Courts -Basketball Courts-...

  • Home
  • 1200-1400
  •  2
  •  2
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...

  • RV Lot
  • 1176
  •  2
  •  2
Monthly Rent $2500

Comfy, Cozy & Quiet with largest private pool in the area Englewood, Florida, Listing ID: 25619

Beautiful and comfortably welcoming split floor plan home in quiet neighborhood. Master bedroom with en suite and full tub. Second bathroom directly across hallway from second bedroom has walk-in shower. Both bedrooms boast very comfortable queen-sized beds, and there is an...

  • Home
  • 1470
  •  2
  •  2
Monthly Rent $5200

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 ...

  • Home
  • 1494
  •  3
  •  2
Monthly Rent $2200 - $6000

Ocean views, shared pool & hot tub! Walk to the beach - snowbirds welcome! Bonita Springs, Florida, Listing ID: 25740

Escape to the sugar-sand paradise of Florida at this Bonita Springs vacation rental. Work on your tennis game, relax poolside, and play shuffleboard with your group of up to four guests! Just a short distance from white sand beaches, this home is a great choice for those...

  • Condo
  • 508
  •  1
  •  1
Monthly Rent $3800 - $5800

Dog-friendly, waterfront condo w/ private hot tub & furnished balcony Bradenton Beach, Florida, Listing ID: 25742

This one-bedroom, direct Gulf-front vacation condo is one of the best-kept secrets on Anna Maria Island! Couples and families alike will love the private hot tub, great location, and furnished balcony with stunning beach views. The family dog is even welcome for an additional...

  • Condo
  • 493
  •  1
  •  1
Monthly Rent $5500 - $8550

Stylish townhome w/ shared pool and hot tub, walk to the Anna Maria Sound! Bradenton Beach, Florida, Listing ID: 25766

Bermuda Bay Club 24 is an excellent Anna Maria Island beach rental for a relaxing stay in paradise. This townhome community offers an exclusive feel with all the amenities you expect from a beach resort, including a shared pool and hot tub. Style and location will make this...

  • Condo
  • 1500
  •  3
  •  2 1/2
Monthly Rent $2200 - $5500

Tropical escape w/ community pool, sauna & hot tub - right on the Gulf Madeira Beach, Florida, Listing ID: 25777

Make a great escape to warm sun, sandy shores, and laid-back living at this two-bedroom, one-bathroom Madeira Beach vacation rental. Perfect for a fun family vacation or romantic getaway, this home features resort amenities such as a community pool and hot tub, a shared sauna,...

  • Condo
  • 793
  •  2
  •  1
Monthly Rent $3260 - $4200

Stylish villa with shared pool, hot tub, and tennis - moments from the beach! Bradenton, Florida, Listing ID: 25938

You’ll fall in love with Florida living when you stay at this gorgeous vacation rental in Perico Bay Club. Come for the sun - stay for the views, shared pool and hot tub, and phenomenal location only a few minutes from the beach! Tucked away in a gated community with...

  • Villa
  • 1610
  •  2
  •  2
Monthly Rent $3000 - $3750

Intercoastal views, minutes from the beach & town w/shared pool and tennis! Bradenton, Florida, Listing ID: 25940

Welcome to your next tropical paradise vacation at Perico Bay Club! This casual getaway is perfect for your friends and family, just minutes from the beach and town, and boasts easy access to a shared pool and tennis courts. This charming condo lies only three miles from the...

  • Villa
  • 1210
  •  2
  •  2
Monthly Rent $3300 - $4500

Hacienda Village - Townhome w/ a shared pool, activities, & nearby beaches - snowbirds welcome! Bonita Springs, Florida, Listing ID: 25941

Grab a few best friends or your family and treat them to a memorable vacation at this Bonita Springs condo. A two-bedroom, two-bathroom townhouse, it's perfect for up to four guests and offers fabulous amenities, including a community swimming pool, shuffleboard and tennis...

  • Home
  • 1528
  •  2
  •  2 1/2
Monthly Rent $1700 - $3500

Quiet condo w/ shared pool - easy access to beach & golf Fort Myers, Florida, Listing ID: 25962

For your next Florida vacation, consider this elegant Fort Myers condo! With access to a shared pool and world-class golf courses at your fingertips, a stay in this classy condo practically guarantees relaxation. Nestled in the quiet Palmetto Cove community, this condo is...

  • Condo
  • 1448
  •  3
  •  2
Monthly Rent $1600 - $3200

Modern condo w/ shared pool, entertainment - drive to golf & beach Fort Myers, Florida, Listing ID: 25964

Escape to Fort Myers for a relaxing time in the sun at the two-bedroom condo. With a shared pool, entertainment, and easy access to a number of golf courses nearby, up to four guests will make memories here! Located in the quiet community of Palmetto Cove, you'll have...

  • Condo
  • 1125
  •  2
  •  2
Monthly Rent $1700 - $3200

Family-friendly condo w/ shared pool - close to downtown & the beach Fort Myers, Florida, Listing ID: 25965

The whole family will fall in love with Fort Myers when you stay at this comfortable two-bedroom condo. Offering a convenient location close to downtown and white sand beaches, plus access to a community pool, up to four guests can call this place home. Located in a quiet...

  • Condo
  • 1072
  •  2
  •  2
Monthly Rent $1500 - $3000

Waterfront condo w/ shared pool & entertainment - close to beach & golf! Fort Myers, Florida, Listing ID: 25968

Palm trees, beaches, and world-class golf await at this waterfront condo in Fort Myers! Offering access to a shared pool and entertainment, up to two guests will make memories in this one-bedroom home. Part of a peaceful community that's conveniently close to the highway,...

  • Condo
  • 623
  •  1
  •  1
Monthly Rent $1600 - $3600

Family-friendly townhouse w/ shared pool - close to golf, beach & more! Fort Myers, Florida, Listing ID: 25969

Come for an exceptional stay in Fort Myers at this three-bedroom townhouse with room for the whole family. Offering access to a shared pool as well as golf courses and beaches nearby, up to six guests will love it here. Part of the Sail Harbor community just a short drive...

  • Condo
  • 1819
  •  3
  •  2 1/2
Monthly Rent $1800 - $3500

Peaceful condo w/ shared pool, tennis, fishing dock, & tennis - serenity awaits! Holmes Beach, Florida, Listing ID: 25971

Come luxuriate in the island life and revel in the resort feel of this peaceful two-bedroom condo on Anna Maria Island. You'll enjoy amenities like a large heated swimming pool, community tennis courts, and fishing docks on the bay, as well as close proximity to the beach. This...

  • Condo
  • 1458
  •  2
  •  2
Monthly Rent $4000 - $6100

Ocean-front condo w/ shared pool & Gulf views - steps from the beach! Holmes Beach, Florida, Listing ID: 25975

Treat yourself to a magical Florida getaway with this oceanfront condo. Enjoy access to a shared pool, a great location just steps from the white-sand beach, and an enclosed lanai with a front-row seat to tropical sunsets over the Gulf. Set in a prime spot on the west coast...

  • Condo
  • 1057
  •  2
  •  2
Monthly Rent $3600 - $6000

Spacious canal-front house with private pool & private dock - beaches nearby! Holmes Beach, Florida, Listing ID: 25989

Bask in the sun and forget all your worries when you stay at this comfortable house on Anna Maria Island. Featuring a private heated pool, canal views, and your own private dock, you'll have everything you need for the island getaway of your dreams. Located directly on a...

  • Home
  • 1494
  •  2
  •  2
Monthly Rent $3330 - $6000

Beachside condo with shared pool - close to the beach and local attractions Holmes Beach, Florida, Listing ID: 25994

Leave your worries at home and pack up the whole family for a fabulous vacation in the heart of Holmes Beach. Offering a shared pool and a location that puts you just steps from the golden Florida coast, this welcoming seaside home is perfect for a small family getaway or a...

  • Condo
  • 1259
  •  2
  •  2
Monthly Rent $1700 - $2800

Bayfront home with shared pool, tennis on-site, shared boat ramp! Key Largo, Florida, Listing ID: 26000

Kick off your shoes and leave your worries behind when you book your next seaside getaway to this bayfront Key Largo home. Boasting shared amenities like a pool, tennis courts, and a community boat ramp, your stay promises to be stress-free. Set on the north shore of Key...

  • Home
  • 778
  •  2
  •  2
Monthly Rent $2900 - $3500

Waterfront getaway with private dock - great for fishermen and boaters! Key Largo, Florida, Listing ID: 26001

Surround yourself with water views and canal-front convenience when you book your next stress-free getaway to this Key Largo retreat. Boasting views from nearly every window and private dock slipping into vacation mode will be a breeze. Set near the calm waters of Florida's...

  • Home
  • 1800
  •  3
  •  2 1/2
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,...

  • Home
  • 1400
  •  3
  •  2
Monthly Rent $6000 - $13400

Dog-friendly, cozy home w/ private pool & hot tub - walk to must-see attractions Key West, Florida, Listing ID: 26021

If Key West is on your travel itinerary, make this lovely dog-friendly rental for six your home away from home and spend your time lounging by your private pool and spa. Located in Historic Bahama Village, this home is one block away from the world-famous Duval Street, where...

  • Home
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  •  3
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Monthly Rent $3000 - $6150

Dog-friendly condo in prime location - walk to dining & sights, near the beach! Key West, Florida, Listing ID: 26073

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 access to restaurants, attractions, and the beach. You can also bring your beloved dog along for a small nightly fee! You'll be located on the...

  • Condo
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Monthly Rent $2500 - $7500

Enchanting seaside cottage w/private pool, off-street parking, & prime location Key West, Florida, Listing ID: 26080

Come explore the rich history, decadent beaches, and seaside dining spots when you book your getaway to this Key West cottage. Filled with charm for up to five guests to enjoy, this home offers off-street parking, a private pool, and a location that puts you close to all of the...

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  • 824
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Monthly Rent $2500 - $6300

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
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  •  1 1/2
Monthly Rent $2100 - $6500

Charming cottage w/a private parking spot and private hot tub Key West, Florida, Listing ID: 26087

Trade in the daily grind for sugar-sand beaches and gentle ocean breezes when you book your getaway to this lovely Key West cottage. Featuring a private parking spot and a bubbling hot tub, stress won't stand a chance. Located just a mile from Fort Zachary Taylor Historic...

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  • 750
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Monthly Rent $2400 - $6300

Dog-friendly seaside escape with shared pool, hot tub, tennis courts, and more! Key West, Florida, Listing ID: 26088

Bring your bathing suit, camera, and up to two canine companions (for a small nightly fee) for your next trip to this Key West cottage. With room for up to four guests, private parking, and resort amenities like a shared pool, hot tub, and tennis courts, fun will always be close...

  • Condo
  • 1178
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Monthly Rent $3700 - $10000

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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  • 2328
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