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Florida Gulf Coast Vacation Rentals

(3790 rentals)
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Fabulous direct views of the white sandy beaches at Madeira Beach. Enjoy breakfast on your balcony overlooking the beach or hear the waves crashing while relaxing in your Master Bedroom Suite. This tastefully remodeled condo offers a fully equipped kitchen, WiFi, Full size washer/dryer. This security...

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Featured review

"Awesome!"

Condo has a great view! Condo was clean and looked newly painted. Would definitely book this condo again1!!

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$276
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

This 8th-floor corner condo offers an unbeatable view and comes with 2 bedrooms and 2 bathrooms. The master bedroom has a king bed, the guest room has two twin beds, and the living room features a sleeper sofa perfect for kids. You'll find TVs in the living room and both bedrooms. The unit has tile...

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$287
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

First floor unit in gated community with one-car attached garage and beautiful lake view. Two bedrooms (queen and twin beds). Two full baths; master has walk-in shower and large bathtub. Guest bath has shower plus bathtub. Fully equipped kitchen, dishes, glassware, cooking pots and utensils. Smart...

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$93
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Vacation in this lovely Del Webb home with views both front and rear! This is a warm and cozy place to spend in Florida when it's cold and snowy up north! Home is appointed with 2 bedrooms and full office space/den for those who still need to do some work in their home away from home. LANDLORD PAYS...

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$120
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Condo is located on the lake. Condo It is 4 Miles from Ft Myers Beach/ Sanibel/Captiva. It is 1/4 mile from Lakes Park with walking and biking paths. The community has 2 Pools with Whirlpools and Sauna. It has Tennis courts and pickleball courts. Close to all amenities many stores and restaurants. 1...

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$78
avg per night

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Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 30 yards to Naples beach

Key Amenities

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

About this property

Old Naples is renowned as the most enchanting part of Naples, inhabited by the healthiest, happiest, most content, and most laid-back residents in the country. Indeed, life is, splendid on the Paradise Coast. Feel free to contact the owner with any questions you may have !!! Old Naples serves as a...

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$296
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Located on intersecting fresh water canals, this beautiful 3 bedroom 2 bath one story home is just what you are looking for. Relax by the heated pool, or sit on the lanai and watch the turtles and fish jump, and beautiful...

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$147
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to this spacious 4-bedroom, 3-bathroom home in sunny Cape Coral—perfect for families or groups of friends. Enjoy the private heated pool, open living areas, and fully equipped kitchen, all designed for comfort and unforgettable memories. With plenty of space to relax, unwind, and enjoy the...

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$300
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Construction Alert! See below note.Updated 2BR/2BA beach-front unit with spectacular views!! Granite throughout kitchen, master and guest bathrooms. Tile in bedrooms and lanai. Recently renovated spa-like bathrooms, master is senior-friendly. Stainless steel kitchen appliances. Numerous improvements...

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Featured review

"Nice place to relax"

Nice place. First floor allows easy access. Top end beach equipment. This was our second visit and would consider returning again.

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$379
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

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

About this property

SUNDAY, April 5, 2026 ~ Easter … Hope, renewal, new life .……………. BE KIND ALWAYS Welcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$150
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Step inside and be captivated by the generous 1,726 square feet of living space that exude pure comfort. The expansive kitchen is the heart of this residence, designed to cater to culinary enthusiasts and those who appreciate a well-appointed space. With abundant counter space, high-quality appliances,...

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Featured review

"Great Location"

Lovingly equipped for all your needs and spotlessly clean. We fell in love with it the moment we saw the Instagram profile, and all our expectations were exceeded. Super kind hosts and a stunning location. Rotonda...

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$108
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
Naples House
Sleeps 4, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped...

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Featured review

"Wonderful!"

We spent two weeks as a family of four in this beautiful property in July 2025 and loved every minute of it. The house is gorgeous and practical and the location ideal for visiting the area in and around...

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$168
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$86
avg per night
Lido Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lido Key is the ultimate spot for your tropical vacation. This end unit condo has a two sided lanai. It is in a gated community at the Southern end of Lido Key. Wake up watching the sun rise and end the day watching the sunset all form the luxury of the condo with a cup of coffee or a relaxing cocktail....

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$300
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our beautiful Bonita Beach community continues to recover from recent hurricanes, and while some areas of the complex are still being refreshed, the beaches are once again stunning and easily accessible just across the street. The Gulf sparkles, the sunsets are spectacular, and the relaxed coastal atmosphere...

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Featured review

"Jim’s stay"

Over great view clean unit but in dire need of updates seems to be well managed we stayed last year and enjoyed the area nice short walk to beach and two decent restaurants. Pretty heavy traffic and a lot...

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$136
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Allegra has been newly renovated and furnished in 2012 and has room for six people with three bedrooms and two bathrooms. Also, the living and dining area, and a bright typical American kitchen are perfectly equipped.The most beautiful is the stay on the spacious pool terrace, which invites...

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Featured review

"Pleasant winter getaway"

We enjoyed our stay at the house. It was clean, comfortable and had many amenities to use. The pool was wonderful and the colorful lighting made it fun to swim at night. The only downside was the television...

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$135
avg per night
New
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Unit #304 at Caprice Resort, a fully renovated 2-bedroom, 2-bathroom beachfront condo offering panoramic Gulf views and modern finishes throughout. Located on the third floor of this direct Gulf Front property in St. Pete Beach, this unit is ideal for families or couples seeking comfort, style,...

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$387
avg per night
Naples Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your slice of paradise! This bright and beautifully maintained 2-bedroom, 2-bath retreat offers the perfect blend of comfort, style, and location. Enjoy morning coffee or evening cocktails by the private pool with a stunning view, then head out to explore — you’re just minutes from...

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$156
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Very inviting home with pool, fenced yard and simple walk to St Armand's Circle.A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right...

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$538
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our private peaceful renovated Villa with 17 foot ceilings and a relaxing water view at the back of the Villa await you. Regent Park Villas are a community of Villas and private homes in a very friendly, house proud community that is extremely well maintained by the association and the private home ownersThe...

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$124
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...

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$114
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for the 2025 Off-Season starting May through November with TPC Golf transfer! PET FRIENDLY! Turnkey furnished Napoli Coach Home, 1883 sq. ft. beauty with a 2-car garage and a gorgeous lake view. First-floor end unit with 3 bedrooms, 2 baths, golf included for tenants on the TPC Championship...

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$133
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This listing has a minimum 2-week occupancy. The condo is located on the 3rd floor in front of the elevator, it is very spacious and bright with vaulted ceilings and view of the golf course. Condo is a 6-minute drive from Fort Myers Beach and 1.5 miles from the bridge to Sanibel Island and Captiva. We...

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Featured review

"Lovely Condo"

Clean, lovely condo on the golf course. Great host communication and price point. Would recommend for those wanting to visit SWFL

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$96
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Building A 4th Floor Corner Unit Panoramic screened wraparound lanai with beautiful views of the canal and tropical grounds. Updated kitchen and bathrooms. Includes a single reserved parking spot with locker under a shaded carport! Master BR has king sized bed, guest BR has two twins. Fully stocked...

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Featured review

"Beautiful Condo, Stunning Views"

We rented this condo for July and August 2025 while our condo at another community was undergoing renovations. A beautiful, well equipped clean unit with a huge wraparound lanai to enjoy your coffee and...

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$116
avg per night
Port Charlotte Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to The Preserve at Charlotte Harbor, your perfect vacation retreat or everyday paradise! Available Long or Short term, Pricing varies for length of stay! This stunning 3-bedroom, 3-bathroom condo combines spacious living with luxurious finishes, offering a lifestyle that feels like a permanent...

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$117
avg per night
New
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool

About this property

Welcome to the beautiful Bonita Beach Club, an exclusive beachfront property located in sunny Bonita Springs, Florida. This private community is ideally-positioned in a peaceful and gated enclave at the north end of Little Hickory Island. This resort style community, of more than 7 acres, includes lush...

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$429
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**Inquire regarding our April special**Fully renovated, ground-floor 2 bed 2 bath condo located in the beautiful Isla del Sol Yacht, Golf and Country club. Sip your coffee on the covered screen porch located on hole 5 or take a short stroll to the temperature-controlled pool and hot tub overlooking...

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$80
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our newly built residence, completed in 2025 and located in the heart of Cape Coral, combines modern comfort, exclusive amenities, and relaxed living right on the waterfront. Whether for a family vacation or a getaway with friends, this luxurious villa makes every stay unforgettable.The waterfront...

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Featured review

"Better than expected!!"

Wife and I rented this house for 2 weeks Feb-Mar 2021. Our first time vacationing on west coast after years on east coast and we have found our new vacation destination for years to come!!! The house was...

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$60
avg per night
Rotonda West Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Distance to beach: 12 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A superb 4-bedroom villa with a fabulous pool and heated spa overlooking the lake and golf course. The area of Rotonda West is a deed-restricted community where quiet streets and well-maintained properties are at its heart. This villa is positioned across a double lot giving a feeling of space and privacy...

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Featured review

"Perfect FL Getaway"

Great house in Rotonda West FL. Very well appointed. Had all the necessary towels,cooking tools,pots and pans. lanai with the pool and spa were enjoyed every day weather permitting. Spacious double lot...

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$275
avg per night
New
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Important Notice: Pool and pool deck closure beginning May 4th for approximately one month. The pool will not be available during this time frame.Madeira Norte #412 – Fully Remodeled Gulf-Front Luxury Welcome to Madeira Norte #412, a beautifully remodeled in 2025 Gulf-front condo offering...

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$330
avg per night
South Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Yes, you CAN have it all! Splash in the clear blue Gulf waters at Manasota Beach. Come home to your private heated pool inside the screened lanai. Cook dinner in your fully equipped kitchen overlooking the pool and enjoy dinner at sunset on your lanai with dining table. Our vacation home is close to...

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$367
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Located in Beautiful Tara Golf and Country Club on lake. Our full private golf club membership can be transferred to you, allowing you to golf, and use all facilities, heated community pool with Spa, tennis courts, pickle ball, bocce, state of the art gym, and club house offering restaurant, bar and many...

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Featured review

"Lovely property."

Excellent well appointed home with great decor and lots of space.Whilst an excellent property there are several issues which mean we would not rent this property again.1) the design of the pool...

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$144
avg per night
Siesta Key Condo
Sleeps 3, 1 bedroom, 1 bathroom
12 reviews

Distance to beach: 0.5 miles to Siesta Key Main Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo,...

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Featured review

"Another wonderful holiday on Siesta Key!"

Thank you again, Barbara and Angelo, for providing your vacation home for our annual trip to Siesta Key. November is our favorite month there, with perfect temperatures and a tranquil setting. The property...

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$101
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful beachfront unit on the 5th floor with lake view and partial Gulf. Beautifully appointed 3 bedroom, 2 bath unit with a real feel of home. King Bed in Master, Queen Bed in 2nd Bedroom and 2 twins in 3rd bedroom.RRR-00586.2023Come stay a month or more! The well-maintained and gorgeous...

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$245
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is...

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Featured review

"Grreat stay atLong Boat Harbour"

What a beautiful development Long Boat Harbour is! My wife and I stayed in unit E104 for 2 months. Haley is a very gracious host to allow us to stay in her home. We had such a wonderful time, we did...

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$152
avg per night
New
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Madeira Bay Resort I #1701, a brand-new three-bedroom, two-bathroom condo designed for comfort, convenience, and coastal living. With a private balcony and versatile sleeping arrangements, this unit is perfect for families, friend groups, or couples traveling together—plus, it's...

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$296
avg per night
New
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sea Breeze #703, a spacious 1,200 sq. ft. two-bedroom, two-bathroom condo perched directly on the white sands of Madeira Beach. With a large private balcony overlooking the Gulf, this unit offers front-row seats to unforgettable sunsets and the soothing rhythm of the surf. Sleeping Arrangements -...

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$269
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Indulge in a luxurious stay at this completely renovated home in the center of the island, offering a private pool and a tranquil atmosphere. , you can immerse yourself in the beauty of this home. This home is ideal for families with children and infants, providing a perfect blend of comfort and convenience....

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$295
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your Venice escape! This charming 3-bedroom, 2-bath pool home sits on a spacious corner lot in a quiet neighborhood—just minutes from beaches, nature trails, and local attractions. With stylish updates, private outdoor space, and a screened-in pool, this home offers the perfect blend...

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$200
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

. Very nice private house with 3 bedrooms, 2 bathrooms, open floor plan with private heated pool with spacious fenced plot (quiet area).The house is only 5 and half miles from Anna Maria Island and Holmes Beach. Near Robinson Preserve. Bring your boat and launch at Warner Bayou.Enjoy Indoor / outdoor...

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$241
avg per night
Redington Shores Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

Beautifully updated and furnished beachfront condo with large balcony overlooking Boca Ciega bay and the Gulf of America. Private gate with 24 hour security. Beautiful pool overlooking the beach. Clubhouse with fitness center. Both gas and charcoal grills. Covered private parking - laundry room on same...

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Featured review

"great value for a beachfront condo"

beautiful view from 16th floor. 2 quick running elevators. the condo is well equipped with everything you need. the other residents were very friendly and helpful. Alina, your host, was great to work...

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$107
avg per night
Fort Myers House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our family home! Spacious home for a family of 10. The home is equipped with kitchen appliances, utensils, and starter toiletries. A four bedroom home, 7 beds and 2 and a half baths. Pool is ready to enjoy, but children must ALWAYS be under adult supervision. Entertainment in the home includes...

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Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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$145
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

. Looking for a family friendly, modern and spacious open floor plan where the kitchen opens to the living and dining area allowing your loved ones to unwind and spread out then look no further. Welcome to Cozy Cottage, close access to Sarasota's best beaches including the #1 rated Siesta Key...

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$182
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Siesta Key

Key Amenities

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

About this property

The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...

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$120
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Siesta key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Rarely available Penthouse, top floor, end unit! Live a stylish urban lifestyle in a friendly town. Enjoy a view of the downtown fountain, shops & restaurants. "The Lofts on Main" is located in the heart of Lakewood Ranch, voted #1 Multi-generational Community in the United States for 4...

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$183
avg per night
Palm Harbor Condo
Sleeps 4, 1 bedroom, 1 bathroom
11 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

One bedroom one bath. King bed. We have 3 units on Lake Tarpon , all in the same community . Ask about availability. Community pool, jacuzzi. Laundry at club house. Fish from the docks around the community. Close to few parks and beaches. free parking for guests. also if you need , we can provide doc...

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Featured review

"Tarpon is one of a kind"

Tarpon area is unique, fun and we really enjoyed it. There's so much of nature to experience and learn about first hand

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$145
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape.( Please be aware NO PARTIES!) 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes...

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$224
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful 3-bedroom 2 bath 2 car garage, heated saltwater pool home for seasonal rental. Wow! Situated on a very quiet street on a picturesque canal. That means privacy for enjoying the peaceful view from the caged pool area. This sparkling home has space to stretch out with 1979 square feet of A/C living...

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Featured review

"Excellent!"

Thanks you for sharing your home. We loved the tall ceilings, excellent kitchen, the pool temp was perfect, and comfortable beds. There were plenty of fluffy towels (could use more towel racks and trash...

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$191
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.