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Florida Gulf Coast Vacation Rentals

(3855 rentals)
Naples Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...

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$143
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

JUST REDUCED!! QUINTESSENTIAL TURNKEY FURNISHED CONDO IN CHARLOTTE HARBOR* WALKING DISTANCE TO PARKS AND SUNSEEKER RESORT * COMMUNITY HEATED POOL AND SPA * ELEGANTLY FURNISHED. * WI-FI INTERNET AND TV IN ALL BEDROOMS AND LIVING ROOM * JUST CROSS THE BRIDGE TO DOWNTOWN PUNTA GORDA * 3RD BEDROOM...

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$140
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...

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Featured review

"Excellent condo rental"

This condo at Heritage Pointe has all you need for a comfortable 2 months stay. There is a well equipped kitchen and a comfortable lounge with a large television, a sofa and two reclining chairs. The...

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$68
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and...

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Featured review

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and...

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$120
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Frangipani on the Eight Lakes close to Tarpon Point Marina, shopping and restaurants is something very special. Built in west location in the romantic Key West style and due to ist privileged location, it is ideal for the perfect fulfillment of your holiday dreams.Plenty of room with sleeping...

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$191
avg per night

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Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

-Canal Front with dock -40 min boat ride to the Gulf -5 mi to Yacht Club Public Beach/Cape Coral -Heated pool (add’l fee for heating) -Fire Pit, Gas Grill -Family Friendly, travel crib, high chair -Dual coffee maker, fully stocked kitchen -Pool toys, floats -Beach chairs, toys, umbrella...

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Featured review

"Perfect Getaway"

Whether you are interested in a quiet vacation with a spouse or a vacation with the whole family, this place is perfect! The private pool area was amazing. The outdoor space was perfect for the Florida...

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$190
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan...

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$233
avg per night
Last Minute Deal
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
31 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beach-Front Condo on Indian ShoresThis updated, beach-front condo, in the Chateaux building, offers a tropical resort atmosphere on the beautiful white sand beach on the Gulf of America.An 'Owner's Pride' and a client favorite, you will truly fall in love with this condo!-Interior...

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Featured review

"Perfect relaxing Getaway on the Gulf :)"

Our annual getaway is Amazing!! We especially love the immaculate comfortable condo #108. The best view of the Gulf so close you can hear the waves breaking. The location is ideal, a short drive to John's...

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$147
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.2 miles to Marco Island South Public Beach Access

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our spacious ground floor condo has all the room and amenities you'll need for your Marco Island retreat just steps away from the beach. The large fully equipped kitchen will let you cook together as a family or a couple that likes room! The common space is also tremendous with views off the lanai...

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Featured review

"Great property"

We stayed for two months and loved the property that is well equipped and very quiet. Close to the pool and a short walk to south beach. The owner is a communicator and our stay with easy and comfortable....

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$139
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Public beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Everything about this Park Shore condo is inviting and cozy with a seamless blend of Olde Florida charm and completely renovated modern features. At $8000 per month in season, this second floor 2 Bedroom/2 Bath home features a main en-suite bedroom with a King bed and a second flex bedroom/den with a...

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$117
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your private waterfront Pool home in beautiful Punta Gorda — a newly built, professionally decorated canal‑view retreat designed for relaxation, sunshine, and effortless coastal living.Step inside and you’re greeted by bright, airy interiors curated with designer furnishings,...

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$13,200
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Barefoot Beach is your home in Paradise! With beach decor and luxurious furnishings the home boast two bedrooms and two baths accommodate up to four guests. The master bedroom hosts a large king bed, and the second bedroom has a queen bed. A pull-out couch is also available for use. A washer and dryer...

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Featured review

"Barefoot Beach Condo 253 Barefoot Beach Blvd"

My husband and I rented unit 304 at Barefoot Beach for four months while awaiting renovation of our property in Fort Myers Beach following the hurricanes. The unit was very comfortable and provided us...

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$171
avg per night
Special Offer
South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to St Pete's Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

First Floor Waterfront Condo Pets 15 lbs or less only allowed upon condo approval2 bed, 2 bath Fully equipped, remodeled throughout. Assigned covered parking and guest parking Double screened in lanai with amazing daytime and evening views of the Bay.Gated community w 6 pools, 2 hot tubs,...

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Featured review

"Great location!"

The condo was very nicely furnished and comfortable. The kitchen was well equipped. We loved the screened in porch and the view of the water. The location is very nice and peaceful There are beach towels...

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$83
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A stunning riverside villa with ultra high speed 1 Gigabyte WiFi internet and Ultra HD smart TV, private dock, heated pool, lanai and 2100 square feet of air conditioned living area which has recently been fully re-furnished and remodeled to a very high standard. (i.e. 'turnkey' with everything...

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Featured review

"Very Nice Stay!! Great owners!!"

Have rented multiple years in snowbird season. Highly recommend the home as is kept up VERY well and updated regularly by the owners. Easy access to main roads including I-75 and 41. Home is on a cul...

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$171
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Whether You're Looking For A Round Of Great Golf... Fantastic...

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Featured review

"By the sea"

Ocean awaits you By far the nicest most valuable resort on this side of the gulf. With den space this unit creates a perfectly sized 3bedroom rented as a 2 saving you Big. Stop paying large resort fees...

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$221
avg per night
Last Minute Deal
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 8 miles to Marco Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Weekly or Monthly rental, furnished. This home has a two-car garage, private patio, three bedrooms and 2.5 baths. This casita has all you need to have a relaxing vacation. Laundry room, master bedroom and master bath are all other bedrooms including laundry room are on the second floor, and all living...

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$275
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful single family home in always sunny Fort Myers! Conveniently located 5 miles from Fort Myers Beach and Sanibel Island, 25 minutes from Fort Myers airport and within minutes to grocery, pharmacy and Lee health hospital. This beautiful, four bedroom, two bathroom home has its own swimming...

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Featured review

"Little bit of paradise"

We stayed here and loved every minute. We ate breakfast everyday on the covered lanai with beautiful Lakeview. So relaxing. Owners were so responsive to questions. Home is clean with upscale amenities...

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$348
avg per night
Treasure Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Land's End is a tropical gulf-front paradise situated on 14 acres of lushly landscaped grounds. The ten 4-story buildings have Mediterranean architecture. This exclusive resort is surrounded by water on three sides. The Gulf of Mexico on the west joins the peaceful Intracoastal waters on the east....

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Featured review

"Condo accommodations were great"

This Condo is in great shape, close to the beach, nice and quiet,great place to get away and enjoy the Gulf Beaches, a very nice pool, and hot tube.

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$211
avg per night
Anna Maria Island House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared DockLuxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...

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$598
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW TO THE MARKET! Escape to a refined coastal retreat near the tranquil waters of Palma Sola Bay. This desirable 3rd-floor, 3-bedroom, 2.5-bathroom, turnkey-furnished condo offers relaxed luxury and serene surroundings, with two private balconies ideal for enjoying soft morning light and warm Gulf Coast...

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$160
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...

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$124
avg per night
Anna Maria Island House
Sleeps 14, 5 bedrooms, 4 bathrooms
28 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Breathe Inn, your island escape where the sea breeze is plentiful and the relaxation comes naturally. This beautifully renovated 5-bedroom, 3.5-bath duplex with 2 kitchens invites you to exhale and settle into vacation mode. With two fully private units under one roof, it's the perfect...

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Featured review

"Breathe Inn"

Wonderful property and perfect for families with kids. The house was clean, well appointed with everything you could possibly need, and comfortable for everyone. The pool was always clean and well maintained....

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$601
avg per night
Fort Myers Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.0 miles to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Estero Beach & Tennis Club (and now also pickleball) is on the south end of the island. Far enough from the bustle of downtown, yet a short trolley ride to the restaurants, bars and shops in the center of town. Conveniently close to a Publix grocery store and gas station on the island. Across the...

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Featured review

"Excellent Estero"

Estero Beach and Tennis Club is a terrific place to stay. 7 days was barely enough. 1108 Building B, the unit looked fresh and inviting. Updated lately, it's a comfortable unit with fantastic views of...

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$112
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Cape Coral Yacht Club Beech

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax in Comfort, Technology, Luxury & Heated Pool - Adults Only Property Welcome to Cape Coral Florida; while you're here why not enjoy this beautiful 3 bedroom, 1 Office/Workout room with 2 baths, Heated Pool and Outdoor Kitchen area home built in November 2017; the Home is constantly being...

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Featured review

"Nice break from cold"

We enjoyed our stay. thank you. Convenient location for Publix , Walmart, nice restaurants. Cape Coral+!

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$146
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Kick off your shoes and settle into this bright, beachy condo just steps from the Gulf.Highlights: - Newly Remodeled 2-bedroom, 2-bathroom condo in Runaway Bay - Located on picturesque Bradenton Beach, FL - Open-concept living, dining, and kitchen layout - Private balcony with views of lush tropical...

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$134
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Sun-Kissed Haven, a charming retreat nestled in the heart of Sarasota, Florida. This delightful home offers a perfect blend of comfort and style, making it an ideal getaway for families or groups of friends seeking a relaxing vacation.With three spacious bedrooms and two well-appointed...

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$135
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
76 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Private Pool Oasis + Beach Volleyball Court + INCLUDED Golf Cart | Fanta-SeaEscape to Fanta-Sea, your private tropical retreat on the coveted north end of Anna Maria Island — where backyard fun, beachside relaxation, and effortless island exploring come together.Step through your back gate...

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$1,428
avg per night
New
Punta Gorda Apartment
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

LOCATION, LOCATION, LOCATION! HARBORFRONT.TURNKEY FURNISHED SEASONAL RENTAL — LOCATION, LOCATION, LOCATION! HARBORFRONT. Experience the very best of the Southwest Florida lifestyle from this stunning top-floor penthouse residence ideally located in the heart of Punta Gorda. Just minutes from...

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$158
avg per night
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.

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$133
avg per night
Fort Myers Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Ft. Myers, Beaches of Sanibel Isle, Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This Beautiful Resort Style Villa is waiting for you! The villa is fully equipped and ready for you to move right in. Inside, guests find a beautiful space featuring a gathering room, dining area, full kitchen, 2 bedrooms with one king bed and one queen bed, perfect for a restful night. An additional...

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Featured review

"Wonderful Villa"

Super clean, nicely decorated, comfortable bed, sunny, beautiful view, more than enough space, fully equipped kitchen, very nice pool and spa, pickle and tennis ball courts, safe , secure and quiet community...

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$160
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...

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Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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$111
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

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$127
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...

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Featured review

"Spring break stay!"

The house was very clean and nicely laid out. The beds were comfortable and there was enough extra blankets and pillow for everyone. The living room layout was awesome for our larger family of 6. The...

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$139
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

This condo has nice lake and fountain views from this spacious second-floor end unit condo. This condo has both a front lanai and a rear lanai which is nice for enjoying the outdoors and cross breezes in the condo. Enjoy the spacious living area with 1349 square feet, 2 bedrooms, 2 bathrooms, large laundry...

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$107
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

February, 2024Our condo is up and running, one of the few condos on the beach that is open and running.Beautiful updated beachfront condo at Estero Island Beach Villas. Hear the waves from the Master bedroom that overlooks the Gulf of Mexico. The master bedroom has its own bathroom with quartz...

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Featured review

"Return to Ft Myers Beach"

First time back to Fort Myers Beach since Ian. While the island is still very much a work in process, it has certainly come a long way. Our condo rental on the north end was amazing! A perfect location,...

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$199
avg per night
New
Fort Myers Beach Apartment
Sleeps 5, 1 bedroom, 1 bathroom
19 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Relax with a tranquil getaway. It's a lovely 1-king & 1-queen cabinet bed in living room(memory foam mattresses) 1 bath unit with a fully equipped kitchen. Balcony looks directly on the ocean.The unit faces west, for incredible, sunsets from your balcony and it's in the shade from hot...

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$94
avg per night
New
St. Petersburg Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Pass a grill beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your slice of paradise on Isla del Sol, a beautifully decorated first-floor condo in the sought-after Vista Verde East community, just minutes from St. Pete Beach.This charming retreat features a fully equipped kitchen, thoughtfully designed interiors, and all the comforts of home. Just...

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$135
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion 204Summary: Escape to the Gulf Pavillion, a stunning condominium in Naples, Florida, offering luxurious comfort and breathtaking water views. This 2-bedroom, 2-bathroom retreat is perfect for families, with amenities like a communal pool, beach access, and a fully equipped kitchen....

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$233
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 2 miles to Delnor-Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...

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Featured review

"Beautiful Property"

My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...

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$117
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...

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Featured review

"Great stay"

What a lovely condo and Peg was great to deal with. The condo is spacious and well stocked. Very comfortable. Great location, the pool, bbq and tennis courts are just a short walk. We thoroughly enjoyed...

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$78
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Dream Villa in Naples ReserveExperience luxury living in this stunning 3-bedroom villa located in the exclusive gated community of Naples Reserve, South Naples. Just minutes away from the famous 5th Avenue, world-class golf courses, pristine beaches, fine dining, shopping, and beautiful Marco Island.Highlights...

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$337
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 feet to Siesta Key - Across the Street!

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Looking for the perfect beach getaway? Discover your dream vacation at this beautiful 2 bedroom, 2 bath condo only steps away from the world-famous white sands of Siesta Beach! Perfect for couples or families. Only 3/4 mile from Siesta Key Village which boasts great restaurants and shopping. View...

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$211
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Villa Desirade offers everything you need for a relaxed and comfortable long stay. The villa features a fully equipped kitchen with complete dining essentials, as well as a laundry room with washer and dryer for your convenience. The south-facing pool and whirlpool can be electrically heated, making...

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Featured review

"Awesome Vacation Home"

We had such a lovely one week stay at Villa Desirade! Such a beautiful property. Very well kept and comfortable. The house had everything we needed and the pool was amazing! Sabine was a wonderful host...

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$128
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

* The dates are available if they are shown as open on the calendar. The rates per month are listed under the rates tab**Little Bonita Cottage Near the Sea: 2-bedroom, 2-bathroom Cottage in the heart of Bonita Springs, a short journey from the soft, sandy shores of Bonita Beach. Situated just a...

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Featured review

"Cheerful home in wonderful neighborhood"

My wife and I enjoyed a nearby month long stay and were both quite pleased with these accommodations. We found the home to be comfortable, tastefully decorated, comfortable king bed, light, bright and...

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$157
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to BluewaterBluewater is a modern designed tour-bedroom four full bathroom luxury Villa with amazing amenities, modern upgrades on an unique southern facing lot with gulf access canal. Bluewater is situated in the highly desirable SW Cape. Walking distance to Surfside Shops, close to many...

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Featured review

"Exceptional"

We have rented this house twice now . From the moment you walk in it's breathtaking. Everything is pristine and clean. I'm in love with this house.

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$286
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your South Venice vacation rental retreat — a beautifully maintained private pool home in Venice, Florida, perfectly located near Gulf Coast beaches, downtown Venice, and outdoor attractions. This pet-friendly vacation rental offers 3 bedrooms, 2 bathrooms, and comfortably sleeps up to...

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Featured review

"Perfect family getaway with a great pool"

We had a great stay at Oasis on Nightingale. The house is in a really quiet neighborhood, which made it easy to relax after long days out exploring Venice. It’s only about a 10 minute drive to the beach,...

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$317
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 26 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

The condominium is in prestigious Lakewood National Golf Club and is fully furnished with a washer/dryer built in the unit for your convenience. 24/7 guarded Gated community with multiple pools within the community, tiki bar at the main pool. The condominium is on hole #10 of the Piper golf course and...

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Featured review

"April rental"

Ashoka’s condo was very a comfortable stay. Everything was very easy and the condo was well stocked with everything we needed from cooking to laundry. We would happily rent again if we return to Lakewood...

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$104
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$667
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available December 2024 and January 2025.This is a luxury 1st floor 1400 sq ft Condo in a small gated complex . 1 1/2 block walk to the beach where rentals are available for beach chairs, umbrellas , sail boats, wave runners and water tours. Across the street from the Marco Walk Restaurants, Shops,...

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$149
avg per night
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FAQ

Location & Region Specifics

What are the main regions of the Florida Gulf Coast (e.g., Emerald Coast, Suncoast, Nature Coast)?

The main regions of the Florida Gulf Coast include the Emerald, Forgotten, Nature, Sun, Cultural, Lee Island, and Paradise Coasts.

Which Gulf Coast towns are best known for their beautiful beaches?

Venice, Fort Myers, Boca Grande, Destin, and South Walton, Florida, all have beautiful beaches.

What is the difference in atmosphere between the Panhandle (e.g., Destin, Panama City Beach) and the Lower Gulf Coast (e.g., Naples, Marco Island)?

The atmosphere in Panhandle cities tends to be lively and bustling, while in the Lower Gulf Coast cities, the atmosphere is more relaxed and casual.

Which Gulf Coast destinations are less crowded and more laid-back?

Bonita Beach, Sanibel Island, Apalachicola, and Madeira Beach are just a few areas that offer a quiet, laid-back atmosphere.

Activities & Vibe

What part of the Gulf Coast is best for families with young children?

The Sun Coast (Clearwater, St. Petersburg), the Lee Island Coast (Ft. Myers), and the Cultural Coast (Sarasota) are some of the best areas for families with young kids.

Where can I find the best shelling beaches on the Gulf Coast?

Clearwater Beach, Indian Rocks Beach, St. Pete Beach, and Treasure Island are all great spots for shelling.

Which Gulf Coast towns have the most vibrant nightlife and dining scenes?

Destin, St. Petersburg, Siesta Key Beach, and Panama City Beach all have lively nightlife and lots of restaurant options.

What are the top attractions and things to do along the Gulf Coast, besides the beach?

Some top attractions include the Dolphin and Manatee Adventure Tour in Ft. Myers, the Bird Gardens of Naples, airboat tours through the Everglades, and Weeki Wachee Springs State Park in Spring Hill.

Cost & Affordability

Which towns or cities on the Gulf Coast offer the most budget-friendly rental options?

Ft. Myers, Clearwater, St. Petersburg, Pensacola, and Sarasota all have budget-friendly options for renters.

When is the "shoulder season" or off-season for the Gulf Coast to find the best deals?

The Gulf Coast’s off-season stretches from September to November. Many owners lower their rates because rentals are in less demand. The shoulder season happens in between off- and peak season, which runs from December to April.

Are rentals typically cheaper if they are a short walk or drive from the beach versus directly on it?

Rentals that are a short distance from the beach are usually more affordable than rentals sitting directly on the sand.

What are some tips for finding affordable rentals during peak season?

One tip is to start looking for a rental early so you can reserve it several months ahead of time. Also, booking the rental for longer than a few days or one week may get you a deal on the rate.

Finding Rentals

How can I filter my search for rentals that fit a specific budget?

Enter your preferred range of rates into the search filter to narrow your results.

Are there hidden costs I should be aware of, like resort fees or parking fees?

Some potential fees include those for cleaning, damage protection, pets, etc. Carefully read the listing’s description to learn about any fees.

Is it generally cheaper to rent directly from an owner versus a property management company?

Yes, as a general rule, it’s less expensive to rent from an owner than a property management company.

What types of rentals (e.g., small condos, duplexes) are usually the most affordable?

Small condos and cottages are budget-friendly choices for renters visiting Florida’s Gulf Coast.

Property Type

What are the typical amenities included in a Gulf Coast condo rental (e.g., pool, gym, beach access)?

The typical amenities of a condo for rent on the Florida Gulf Coast include air-conditioning, a fitness room, towels, a pool, Wi-Fi, kitchen appliances, parking, a patio or deck, and beach chairs.

What is the difference between a high-rise and a low-rise condo complex, and what are the pros and cons of each?

A high-rise condo complex has ten or more stories, while a low-rise has no more than nine stories. A low-rise condo has more units on each floor. A high-rise condo has better views than a low-rise, and people on the higher floors have a quieter atmosphere. While a low-rise is more affordable, it may only have stairs and not an elevator like a high-rise.

Are condo rentals better for smaller groups and couples than full-size houses?

Renting a condo makes more sense for smaller groups and couples. A full-size house would be more expensive and likely have more space than you need.

What should I know about condo association rules before booking?

The owner of the property is likely to brief you on the condo association’s rules. An owner is responsible for any damage or issues that arise if a renter breaks a rule.

Booking & Logistics

Do most condo rentals include dedicated parking spots?

Most condo owners make parking available to renters. It may be a dedicated spot or an assigned carport where you can park. Check with the property owner for specifics on parking.

How do I find out about the specific location of a condo unit (e.g., floor number, view direction)?

A condo’s description may include the floor number and information about the view. If not, message the owner with specific questions.

Are things like beach chairs and umbrellas typically provided by the condo owner or the complex?

Beach chairs, umbrellas, and towels are typical amenities listed in an owner’s description of a condo.

Is it common for condos to have on-site management for check-in and assistance?

Yes, many condos have on-site property management for check-in and to address any issues a renter may have.