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Florida Gulf Coast Vacation Rentals

(3635 rentals)
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL – DOWNTOWN NAPLES! Beautifully furnished 2BR + Den residence in a premier Old Naples location within walking distance to 5th Avenue South, 3rd Street South, world-class dining, boutique shopping, galleries, and the pristine Gulf beaches. This light and bright unit features an open...

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$435
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$186
avg per night
New
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$246
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

WELCOME to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and...

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$453
avg per night

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Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at . ​​​​​​​ Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the...

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Featured review

"A great stay!"

We’ve visited AMI for many years but this was the first time at a rental. SeaBreeze #242 was the right place to stay. Great location steps from the beach and behind the units was a pier on the bay to...

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$327
avg per night
Sarasota House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 5 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW IN 2024: Outdoor spa shower and propane firepit areaUpdated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation on the west coast...

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Featured review

"Clean. Quiet. Very comfortable."

Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.

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$245
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 9 miles to Boca Grande Sandbar

Key Amenities

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

About this property

This modern waterfront home in South Gulf Cove is perfect for a family get away. The open concept home is bright, open and relaxing. The rooms are large enough to spread out. There is a two car garage and large circle driveway. The living room and dining area open up to screened patio. The pool is heated...

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$342
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NO CANCELLATION FEES: Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 30 days prior to arrival Cancel 30+ days before arrival → Full refund (no fees). Cancel within 30 days of arrival → No refund. Cancellations must be made in writing...

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Featured review

"Excellent place to stay!"

This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance...

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$956
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Pelican,Villa Pelican is a beautiful, cozy vacation home which is centrally located in the SE Cape Coral Yacht Club neighborhood on a direct sailboat gulf access canal with boat dock and lift. Upon entering the front door, you will find a split floor plan featuring a living room for relaxing...

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$280
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

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$322
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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$413
avg per night
Seminole House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to madeira beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You will have everything you need & MORE when you stay here with us! Even though Madeira Beach is just a few minutes away and you are close to SO MUCH to do, you may not want to leave the house! Whether you want to soak up some sun by the pool, chill in the spacious backyard, or snuggle up on the...

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Featured review

"Iris Ave"

The rental we chose was based on the occupancy size and a private pool. It suited our needs and was comfortable. Unfortunately cooler temps kept us out of the pool. The house seemed newly renovated. Crisp...

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$389
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 33 miles to Fort Meyer beach

Key Amenities

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

About this property

Luxury Living at its Finest: Brand New Carolina First-Floor Condo. More than 1400 Sqft and spacious 24x7 guarded gated community with Resort style loaded amenities onsite within walking distance. Magnificent view from the Lanai or master bedroom you can see golfers play and watch the lakeview in the morning...

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Featured review

"Winter retreat"

We had a wonderful first snowbird stay here. First floor corner condo was a bonus. Great location close to all amenities. Gym, pool, clubhouse and golf course 2 minute walk. We enjoyed our stay and the...

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$89
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Sanibel Island

Key Amenities

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

About this property

Property Overview - Another piece of paradise in sought after Punta Rassa. Open concept recently remodeled kitchen, granite counters and back splashes, cherry wood cabinets, roll out shelves, coffered ceiling with recessed lighting, crown molding, newer appliances. Raised panel doors, all windows have...

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$250
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this 2-bedroom, 2-bathroom end unit condo, perfect for your next getaway. Sun Stack is a 1/2 block away from the beautiful Bradenton Beach. Inside, you'll find a fully-equipped kitchen with sleek stainless steel appliances, a spacious dining area and living room, which has a sleeper sofa,...

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$243
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 5 miles to Siesta Key Public Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery...

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Featured review

"Cozy"

We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much...

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Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom (King and 2 Singles), 2 Full Bathrooms, Ground Level walk-out on Clam Bay (960 sqft + large Lanai) ... TV's in Living Room and Master Bedroom ... Cable and WiFi ... Dishwasher, Washer/Dryer, updated Kitchen and Bathrooms ... Beach-going accessories & Private Beach access ... 2 pools...

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$187
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest condo is perfectly located within walking distance to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) to keep you CHEERFUL your entire stay!Coastal amenities: front screened lanai, heated pool, beach toy closet (including...

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$241
avg per night
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...

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Featured review

"Comfortable and Quiet"

I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!

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$211
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 10 miles to north lido beach

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

**boat rental available, please inquire for prices** This gorgeous oasis creates the perfect Florida vacation! The private dock leads to the crystal blue waters of the Sarasota Bay that is filled with dolphins, manatees, and gorgeous sandbars. You truly feel like you are in paradise in this amazing backyard...

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Featured review

"Great place to vacation"

Great location. If you have a boat and love to fish, this is the place for you. The owner was very responsive to issues. Highly recommend this property

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$335
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 2 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops; vinyl plank flooring...

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Featured review

"Would stay again"

I want to start by saying the accommodations were nice and the location is excellent. We would stay here again. The rest of my comments or for the rental company, owner and future renters. The check in...

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$293
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This condo has one of the best views on the Island!!! Water view from every room! Master bedroom overlooks the Gulf, Guest bedroom overlooks the bay. Windows everywhere! New kitchen and bathrooms, new tile and furniture 11/2020.The master bedroom has a king-sized bed, flat screen TV and its own...

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Featured review

"Great location with beautiful views"

Really enjoyed our stay at this beautiful condo on ft Myers beach! Has a great view from about every room. The owners are really great and so easy to work with if you have a need. It was in a great location...

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$379
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also...

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Featured review

"Amazing Location"

Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything...

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$339
avg per night
New
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover the perfect seasonal escape in this beautifully appointed 2-bedroom, 2-bath home with a 2-car garage, offered turnkey furnished for your comfort and convenience. Located in one of Punta Gorda’s most vibrant 55+ active lifestyle communities, this residence places you at the heart of exceptional...

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$117
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 200 yards to South Beach 2 Blocks

Key Amenities

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

About this property

Beautifully remodeled and renovated waterfront condo 2 blocks from the Gulf of Mexico. It is our. Home away from Home" and not an investment property. This 2BR 2BA spacious 1560+ sq. ft. plus lanai 4th floor condo is walking distance to Marco Island's pristine sandy beaches. The expansive...

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Featured review

"Wonderful"

I've been coming to Marco Island for over 20 years and have stayed in many condos and houses. The South Beach area has become a "must stay there" part of the island. Eileen and Tom's home away from home...

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$229
avg per night
St. Pete Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your dream rental on St. Pete Beach! Freshly remodeled from top to bottom, this stunning 2-bedroom, 2-bath waterfront home offers the perfect blend of modern comfort and relaxed Florida vibes.Step inside to discover all-new flooring, a custom kitchen with quartz countertops, sleek stainless...

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$286
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...

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$2,118
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to Vanderbilt Beach

Key Amenities

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

About this property

You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...

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Featured review

"Wonderful Stay"

This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...

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$188
avg per night
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with...

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$930
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Cozy Beach Cottages condo located on the beach with partial ocean views. This home features comfortable furniture and a well-equipped kitchen, perfect for your home away from home. Stay at one of the most well-maintained buildings in Indian Shores right on the beach and experience the powdery white sand...

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$281
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. No damage from hurricane Helene or Milton. This Anna Maria Island vacation rental is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach...

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Featured review

"Great Place to stay!"

We stayed 6 nights and had a great time. The property was clean and had everything we needed. The Florida Rental staff checked on us after we arrived to make sure everything was good. Very caring staff....

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$541
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

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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$225
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2025** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips...

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$378
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Riverhouse King - Cape Coral Riverfront Escape The Riverhouse King reigns supreme as a luxurious Cape Coral waterfront villa. With commanding river views and upscale interiors, it offers the ultimate Florida experience. Whether you’re seeking adventure on the water or evenings of sunset relaxation,...

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$444
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect coastal getaway on beautiful Holmes Beach, just one block from the shimmering Gulf of Mexico with its turquoise-blue waters and powdery white sand. This charming 3-bedroom, 2.5-bath single-family home captures the essence of Anna Maria Island living, featuring soft pastel interiors...

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$579
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Piano & Palm - Large Family Home with Boat Dock, Pool & PianoSummary: Escape to paradise at this spacious family home in Marco Island! Featuring a private pool, boat dock, and stunning waterfront views, this house offers the perfect blend of relaxation and adventure. With five bedrooms, a...

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$707
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Come enjoy your own slice of paradise at this Sea Isles Villas condo! This is the closest you can get to being on the beach with FULL views of the OCEAN. Enter the property and be greeted by a charming beach feel. Sea Isles Villas has minimal neighbors, a stunning view, heated pool with direct oceanfront...

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$382
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
16 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous Beach Condo! DIRECT WATERFRONT!! Enjoy our Newly Renovated 1 bedroom, 1 bathroom fully appointed kitchen. Located RIGHT ON the intra coastal and across the street from the Beautiful Gulf of Mexico!! 1st Floor and out the door to relax on the private patio and watch the boats go by and catch...

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Featured review

"Sand castle 2"

Recently stayed at the Sand Castle 2 condominiums. It was a great stay. Right across the street from Caddy’s at Indian Shores and a short drive to anything you were hoping to do while you were in Florida...

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$237
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Sunshine Cove welcomes you to beautiful SW Florida! Our home is centrally located, close to restaurants, shopping, beaches, eco preserves, & so much more! Relax in our spacious lanai & enjoy our heated pool with a removable safety fence. Come hang out in our garage game room & play air hockey,...

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Featured review

"Sunshine Cove was a beautiful home and a great place to relax, in a quiet neighborhood!"

The home was exactly as shown! The kitchen was well stocked to meet our every need. The pool and lanai were amazing and perfect for evening swims for our grandchildren! Would stay here again!

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$252
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....

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Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...

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$116
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover the perfect coastal retreat at Mariner's Pointe, where stunning intracoastal views and a wealth of amenities await. Just a short 3 minute walk from the beach, this charming condo offers everything you need for a relaxing and adventure-filled getaway. The spacious, open floor plan features...

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$263
avg per night
Bradenton House
Sleeps 12, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to a stunning waterfront property offering the perfect blend of luxury, comfort, and adventure. This idyllic retreat is managed by Stayscation, a company dedicated to delivering exceptional vacation experiences. Whether you seek relaxation or recreation, this property has it all, along with serene...

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$645
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped...

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Featured review

"Rum Dog"

Overall, I was happy with this place. We stayed there two years ago. It is located a block from the gulf. The beach is nice and quiet. The house is very nice with two walk in showers.Area for improvement...

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$287
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 feet to Bonita Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

ON THE BEACH! PUT YOUR TOES IN THE SAND AND LISTEN TO THE SOUNDS OF THE SURF FROM THIS NEWLY RENOVATED AND FURNISHED DOLPHIN WAY RETREAT IN BONITA SPRINGS! Incredible gulf front view from this modern 2 bedroom and 2 bath end-unit filled with light. An ideal vacation retreat. NEW open kitchen with white...

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$400
avg per night
Special Offer
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

3 Bedroom, 2 Bath, Direct BeachfrontOur condo is located directly on the serene beaches of Indian shores. Experience never to be forgotten sunsets right from your balcony! The master bedroom faces the gulf where you can fall asleep on your king size bed to the soothing sounds of the sea. There are...

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Featured review

"Indian shores gem"

We absolutely loved our stay in unit 505. Well appointed and very comfortable. The view and access to the beach is incredible. You won’t be disappointed with a stay here. We hope to be back !

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$398
avg per night
Naples Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...

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Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...

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$372
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Very nice view of wildlife and golf course."

Ave Maria is a nice small quaint community, The National is a bundled golf community still being built. The condo is very comfortable and in a good location. We enjoyed our stay and the golf course and...

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$170
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Bermuda Bay Club, Unit 09 Special In saving February Beautiful Condominiums located directly between the beach and the bay. Miles of sandy white beaches to walk along. Gorgeous Sunsets overlooking the Gulf of Mexico off of your front balcony. These Condominiums were recently built and nicely furnished....

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$449
avg per night
Indian Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

ALERT: From approximately this building will be undergoing construction that may impact amenities and experience. From the condo's balcony will be closed and from our pool will be closed. We will have access to a neighboring pool during this time. Impacts may include pool, hot tub, dock, balcony,...

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$228
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.