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Florida Gulf Coast Vacation Rentals

(3614 rentals)
Bradenton House
Sleeps 12, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book:Heated Pool Included for Free4 Bedrooms + Theatre Room – Sleeps Up to 12Direct Palma Sola Bay Access with Water Views85" OLED Movie Theatre with Surround SoundBeach Gear IncludedFree Beach Setup or Free Cleaning for 7+ Night StaysWelcome to 11...

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$561
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read a book or...

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$439
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 30 feet to Vanderbilt Beach

Key Amenities

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

About this property

Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo....

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Featured review

"AWESOME"

Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!

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$530
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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$250
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New rental at Lely Resort in Naples! Handicap accessible!THE PROPERTY This 3-bedroom, 2-bathroom condo sleeps 8 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out and get some tan...

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$350
avg per night

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Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 0.0 miles to Right out back

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beach Renourishment ONGOINGIndian Shores CondoDon't let the lack of Reviews scare you away! This condo has been in a weekly rental program for years. Now under new management offering the Ultimate vacation experience!This fabulous 1-bedroom, 1-bathroom, 875 square foot, family-friendly...

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Featured review

"nice!"

Lovely view! Clean condo, a little dated and no washers and dryers in the condo…pay laundry on site. They were cleaning the areas around the condo every day… and it looks like they just painted the...

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$302
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dune Our Thing, your relaxing beachside getaway on Anna Maria Island. This thoughtfully designed unit is all about comfort, convenience, and making lasting memories—just steps from the sand and full of amenities that make your stay easy and enjoyable.The Space: - End unit in a quiet...

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$210
avg per night
Port Charlotte Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Gated Community with Lake, Community Pool, Tennis Courts, Pier, Shuffle Board and running Track. This 2 Bedroom Condo has been redone with Ceramic Grand Floors and modern newly furnished with Natuzzi Couches and to High Def TV's with Infinity Cable. Two Bathrooms and two bedrooms with Broyhill furniture....

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$117
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Downtown Cape Coral - Boat House -Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Owner changed their minds - Villa Seastar availble between December 1 - Jan 28, 2026 Don´t miss the Virtual Tour! Villa Seastar lies within a five minute drive to the nearest beach Yacht Club Beach and to downtown Cape Coral with restaurants and stores.The pool Villa Seastar in the attractive...

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Featured review

"villa seastar"

Susanne was great to work with. The house was located in a nice area of Cape Coral. The house lay out worked well for our family, and very clean. Everything worked as promised. Has a great pool area,...

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$212
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 14 miles to Barefoot Beach preserve

Key Amenities

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

About this property

Come stay in this private home on the lovely Stoney brook golf course. The property boasts a beautiful pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in Stoney Brook of Estero...

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Featured review

"Great stay!"

We really enjoyed our time in the house! It has all the amenities you need. The children especially loved the pool, where they spent hours. The landlady is very nice, helpful and answers questions immediately....

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$226
avg per night
Bonita Springs Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 8 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Outstanding ,well appointed 3 bedroom-townhouse in awesome gated community with resort style community pool, wonderful, tennis and pickelball courts clubhouse with workout facility and a kids playground located near the club house. One large king bedroom with a private bathroom with massive closet space....

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$133
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Seaside Rose, your waterfront sanctuary at Casa Del Mar on the peaceful Isla del Sol. This sun-drenched 2BR/2BA condo offers breathtaking bay views, resort-style amenities, and a calm, upscale setting just minutes from St. Pete Beach and downtown St. Petersburg.Highlights: • Master...

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Featured review

"Wonderful stay"

I had a wonderful time at the Seaside Rose Waterfront condo. Absolutely gorgeous views of the bay. I loved sitting out on the deck. Super comfy bed. A really nice pool. Regina was super responsive...

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$200
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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$249
avg per night
Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Venice Beach - Alhambra Road Access

Key Amenities

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

About this property

Stay in the heart of the Venice Island Historic District in this fully furnished and newly renovated 2 bed/2 bath villa! Walk to beach or Historic Downtown Venice in 5 minutes! Very quiet yet convenient location. Villa has an open floor plan which includes a full kitchen with stainless steel appliances,...

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Featured review

"Location, location, location!"

This location is perfect for getting anywhere on the island by foot. The beach, downtown, Venice pier and south Jetty are all within walking distance! The unit worked well for our family, it is as described...

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$261
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...

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Featured review

"Best week!"

My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...

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$352
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

When you arrive at the property you will notice ample parking for your whole party.  When you enter the property, head up the stairs in the front of the home and enter your code.Once you enter you will see where the property gets its name, Crazy Mermaid! When you enter you will see off to the...

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$390
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Nestled in the heart of Cape Coral, this beautifully bright vacation rental offers an exquisite blend of comfort, style, and Floridian charm.With a 5 star rating, Villa Ocean Oasis is a 4 bedroom, 2 bath waterfront home flooded with natural light and beachfront charm. The spacious, open floorplan...

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New
Anna Maria Island Cottage
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you ll find a bright and modern space with all the comforts of home. The...

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$247
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 Fun in the Sun​​​​​​​Villa Fun in the Sun is a cozy vacation rental home located in the premier SW Cape Coral area. You are very centrally located about 15 minutes to Matlacha, 40 minutes to Fort Myers Beach or Sanibel Island. If you choose to take the water route WHY NOT,...

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$316
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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$235
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...

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$231
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the island...

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$578
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to West O’ Gulf. This property suffered minimal damage from hurricanes Helene and Milton and is better than ever! If you are ready for a relaxing stay on beautiful Anna Maria Island, then this is the beach house for you! This exceptional custom-built 4 Bedroom 3-bathroom house makes it easy...

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$694
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour...

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Featured review

"Really great hosts which made the stay"

Great location, short walk to the No 1 beach in Siesta Key.We had an absolutely fantastic stay! Roy was a wonderful host—friendly, accommodating, and incredibly easy to work with. The property itself...

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$268
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything...

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$124
avg per night
Siesta Key Condo
Sleeps 2, 1 bedroom, 1 bathroom
10 reviews

Distance to beach: 0.5 miles to Siesta Key Main Beach

Key Amenities

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

About this property

Sweet Siesta Key Condo walking distance to #1 Beach in America! Spacious and Quiet One Bedroom with King Bed, Screened Lanai, Wireless Internet, 2 Flat screen TV’s, covered parking space, full kitchen with amazing water filtration system. Easy Walk right over to Siesta Key Main Beach, and their...

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Featured review

"Great place to stay"

Perfect location, situated right in the middle of the village and the south bridge. Restaurants and entertainment either way. It's a 2 min walk to the beach. The condo had everything I needed to make my...

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$193
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

The Shorewalk Complex is located along Cortez Avenue, the 'main-drag' in Bradenton. Sarasota Bradenton Airport is 15 miles from Shorewalk and Tampa International Airport is about 50 miles away. Ellenton Prime Outlet Mall is a 20 minute drive up I-75 N. Thrill seekers can enjoy Busch Gardens...

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Featured review

"Easy access"

The condo is downtown Bradenton. Easy access to groceries by walk, close to beaches. The area is sécure, clean and have shuffle bord, pool.

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$173
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Barefoot Beach

Key Amenities

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

About this property

Bonita Village is a luxury gated condominium community located in beautiful Bonita Springs, Florida just minutes from some of the best beaches in the world. With both our large Resort Pool and tranquil Quiet Pool, relaxation is all but guaranteed! Fancy a workout? Our Island House Clubhouse offers a state-of-the-art...

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Featured review

"Home away from Home"

I have been coming to Bonita Springs for the last 4 years staying at various different places and this by far has been the best year!! Bonita Village is located kiddie corner across the street from my...

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$437
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is an enticing 3 bedroom, 2 bath pool home. The living area is spacious. The dining rooms has seating for 6, while the kitchen is well-equipped. The the main bedroom, with bathroom & walk in closet, is on one side of the house, and two additional bedrooms and a bath on the opposite side. Each...

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$286
avg per night
Tampa House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Our casita home in South Tampa is a comfortable spot for families, friends, or anyone looking to enjoy the city. The house has 2 bedrooms, 1 bathroom, a full kitchen, and plenty of space to relax both inside and out.In addition, there’s a chilling room with a cozy sitting area, TV, and a ping...

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$129
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the...

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Featured review

"Perfect"

Our stay at Pelican Cove 3 couldn't have been better. The condo was clean, steps away from the beach, and check in was a charm. We truly enjoyed our evening view of the beach and the sunsets from our balcony....

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$362
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Escape to paradise at our stunning vacation rental, located at 230 Lakeview on beautiful Anna Maria Island. This exquisite property offers the ultimate coastal getaway, boasting a brand-new pool and spa where you can unwind and soak up the Florida sun in style.For those seeking outdoor fun, our rental...

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$1,240
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 50 yards to Our own private beach!

Key Amenities

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

About this property

Relax in this privately owned, Old Florida Charm, “coastal themed” ground floor condo located on the Southern Gulf side of Florida. The condo offers views of the Sarasota Bay, a community heated pool, hot tub, boat dock, and a three minute walk to the private beach with turquoise waters on...

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Featured review

"perfect just a total relaxing atmosphere"

The condo was very very clean the amenities were excellent. You can walk to so many great eating places. The people we meet were all so friendly. Will be coming back.

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$389
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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$225
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just steps away from the largest deep-water Marina in southwest Florida, the Fitness, Racquet & Pool Club and an on-site waterfront restaurant, our Seabrook in the South Villa, located in the Resort at Burnt Store Marina, is where you have your chance to enjoy the Florida lifestyle that everyone dreams...

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$127
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Yacht Club

Key Amenities

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

About this property

About the Property This property booked for 2026, HOWEVER we have another 3/2 home with similar set up, closeby with a pool that we are moving everything into Dec 8 and new listing with photos of furniture and artwork to come December 11! Available December 23, 2025.Sleeps: 6 Bedrooms: 3 Bathrooms:...

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Featured review

"A beautiful home, and wonderful hosts!"

We had a great stay in this perfectly decorated and furnished home. We were greeted with a bottle of wine, a plate of home-made cookies, and a goodie bag for our puppy. Niko A fantastic, large,fenced...

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$200
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a few steps across the street, you can enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach!This beautiful townhouse sleeps...

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$287
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly
  • WiFi

About this property

Welcome to Riverside Vista, a tranquil oasis where adventure awaits with a breathtaking river view at your doorstep! This three-bedroom retreat is the ideal getaway for families and friends looking for the perfect blend of relaxation and excitement. With features such as an enclosed pool for kids, a...

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$245
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,985
avg per night
Port Richey House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

HOLIDAY/ SEASONAL SALE $2625 + $195 =$2,,820 PER WEEK BOOKINGS FOR 2022 AND 2023 AVAILABLE. POOL HEATING INCLUDEDONE OF THE TOP VACATION RENTALS AROUND! BOOK NOW5

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Featured review

"Late March 2023"

A little smaller condo building which is nice, the building is well kept but a little older, our unit 106 was very nice and updated, tile flooring throughout. Great sunsets off the patio. Beach was clean,...

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$375
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to Downtown Cape Coral - Boat House -Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Still availble March 15 - March 22, 2025Don´t miss the Video Tour. Villa Happy is located on a canal with a private dock with direct access 3 min to the Gulf of Mexico in the attractive Yacht Club area. Yacht Club Beach within 5 minutes drive.Villa Happy is located in the attractive Yacht...

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Featured review

"Perfect size for a couple"

This well kept house with a West facing pool was perfect for our three week stay. The open door concept from the living room and bedroom make the house much bigger. The pool was very nice and can be kept...

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$207
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
57 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Settle into waterfront living at Barefoot Beach Resort, a ground-floor condo with a rare private patio directly on the Intracoastal. Enjoy coffee, cocktails, and dolphin watching right from your own outdoor space.This 750 sq. ft. unit includes a full kitchen, pool access just steps away, and private...

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Featured review

"Beautiful view bay front condo"

This was a beautifully decorated condo with beautiful views of the bay. Everything we needed was provided, such as beach supplies, towels, kitchen was fully stocked with everything you need. The condo...

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$205
avg per night
New
Crystal River House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

COME RELAX & UNWIND! BEST OPEN FLOOR PLAN, HEATED POOL If you want a home to hang out with friends and family this is the place! Relaxing, large home facing west so that you can enjoy the outdoor space & pool without harsh afternoon sun. Not all homes are like this in the area, be careful which...

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$252
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

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

About this property

Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screened lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops...

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Featured review

"Vacation"

Excellent accommodations location was perfect definitely will be back and recommended clean and pool was winderful

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$252
avg per night
Cortez House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...

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$336
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...

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$2,259
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the best getaway at Popeye's Poole Paradise, a beautifully designed 2-bedroom retreat in a peaceful Bradenton neighborhood, minutes away from AMI. The open layout, featuring a spacious living room, fully equipped kitchen, and a bonus living space, ensures quality family time. Step into...

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$256
avg per night
Rotonda West House
Sleeps 8, 4 bedrooms, 3 bathrooms
21 reviews

Key Amenities

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

About this property

Welcome!! This is a beautiful spotless clean home! The minute you walk thru the door you will feel at home and comfortable. A true Florida home! Villa Karina is Located on a dead end street on a small lake, on the Pinemore golf course. Great view out the back lanai to the lake and golf course.A...

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Featured review

"A beautiful house in a great area"

We thoroughly enjoyed our stay in the house. It is very well equipped, very comfortable and homely, beautifully decorated and with an abundance of space. There is everything that you need for your stay...

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$301
avg per night
Fort Myers Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Discover this like new 2-bedroom home in Fort Myers. This modular home features 1 queen bed and 2 twin bed, perfect for an escape from the winter cold. With resort amenities like the heated swimming pool, pickleball courts , tennis courts bocce ball and horseshoe courts there will be plenty to do within...

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Featured review

"Beautiful Townhouse in PASEO Community"

My family and I just returned from staying a month in this beautiful townhouse. The house has everything you need, and it's VERY clean. It seems like most, if not all of what's provided are new. The...

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$147
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

*Important Update, Pool will be closed from July to Mid- September 2025* Come experience Unit 201 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun...

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$339
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.