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Florida Gulf Coast Vacation Rentals

(3918 rentals)
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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$204
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book Popeye’s Pool Paradise: • Private heated pool (complimentary heat) • Brand new furnishings throughout • 2 spacious living areas with Smart TVs • Outdoor oasis with BBQ, TV & lounge space • Fully fenced backyard • Garage stocked with...

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$194
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Villa Dolphin – a spacious vacation home in a quiet Cape Coral location with plenty of room for families and friends.The highlight of the home is the south-facing pool area, offering plenty of Florida sunshine throughout the day, including during the winter months. The covered lanai,...

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$261
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it...

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$167
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$483
avg per night

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Clearwater Condo
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Search no more! This is the one!! Beautifully decorated and furnished 1 bedroom with king bed (plus den that has a pullout couch) and 1 bath available for rent in the meticulously manicured property of Pennwood Manor. Minimum rental - 3 months. 55 + community. Large heated salt water pool. Fully equipped...

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$87
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Cape Coral

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd floor condo in The Downtown Entertainment District on The Malaga Canal! Beautiful water views! Great breeze that comes through the screen door. Watch dolphins & manatees go by! Heated pool overlooking the canal. Unit is in the center of the complex with a private stairway entry. It has...

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$136
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can...

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Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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$330
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi
$369
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
59 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. corner unit includes a full kitchen, pool access just steps away, and...

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Featured review

"LOVED THIS PLACE"

Let me just start by saying that the owner, Debbie is just wonderful! she was so helpful and so responsive. The condo is perfect! It is right on the water and has it's very own little back area where you...

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$166
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Just a block and a half from the beach, this bright and airy elevated pool home offers the perfect blend of relaxation, comfort, and coastal convenience. With 3 bedrooms and 3 full bathrooms, this spacious single-family retreat is thoughtfully designed for both families and groups looking to enjoy beachside...

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$326
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...

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$309
avg per night
Bradenton House
Sleeps 10, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxury Beach Home • Steps to Sandbar Restaurant • Elevator • Sleeps 10 • Pets WelcomeWelcome to Villa Del Sol, a luxury Anna Maria Island vacation rental located just two houses from the beach and steps from the iconic Sandbar Restaurant.With Gulf views, heated swim spa, private...

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$733
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 14 miles to Marco Island or Naples

Key Amenities

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

About this property

Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...

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Featured review

"Perfect home for South Naples"

Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your ideal getaway at just $7,500/month in season! This beautifully appointed 3-bedroom, 2-bath condo is nestled in the highly desirable Beachwalk community in Naples, FL. Situated just half a mile from the pristine white sands and turquoise waters of the Gulf, and only 1.5 miles from the upscale...

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$175
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy the comfort of this spacious open floor plan with comfortable King size beds, large walk-in closets and a patio, pool and fenced in back yard. Our living room with entertainment area with 65 " flatscreen TV adjoins the fully equipped kitchen and Island bar. A separate dining room is also part...

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Featured review

"Quality home, great lication"

My husband and I stayed for a month in this home. It is in a lovely neighborhood, walking distance to restaurants and a park. On our electric bikes we could even bike to the beach! The Pinellas Bike Trail...

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$283
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

Welcome to Fort Myers! The condo is conveniently located near shopping and restaurants footsteps away and a short drive to the beaches and river views, and downtown. This updated condo has an open concept with luxurious granite countertops and appliances. The kitchen is fully stocked with all that...

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Featured review

"Cute little place"

We actually stayed here for your months: December 2024 thru March 2025. Nice clean 2 bedroom apartment. King bed in master -very comfortable! Kitchen well equipped. large bathroom. Nice bed linens and...

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$101
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

Oceanfront Views | Private Elevator | Heated PoolALERT: The pool will be resurfaced at this property from mid-September to mid-October 2026. During this time it's possible there will be a pool closure and construction impacts including noise. Dates are subject to change with no notice, please...

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$225
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Enjoy this nicely furnished 2 Bedroom and 2 Bathroom Condo with a balcony/lanai overlooking the pool! It is located within walking distance to the wonderful public golf course "Fort Myers Country Club"... which is so close you can even see from the property.The condo has about 950 square...

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Featured review

"6 week stay due to our FMB house flooded by Milton"

We were happy to find this condo rental after our Ft Myers Beach home was flooded (again) with 10” of water from Hurricane Milton. It took over 6 weeks to get it repaired. Host, Amanda was very helpful,...

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$101
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped...

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Featured review

"Very nice, big apartment ."

We enjoyed our stay in this apartment. It is a big, bright apartment fully equipped and freshly renovated. Conveniently located just 5 minute's drive to IMG Academy and 10 minutes to the beaches, a short...

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$119
avg per night
Sarasota Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover your own little piece of paradise in this beautifully remodeled 2-bedroom, 2-bathroom villa located in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Taken down to the studs in 2025, this villa has been completely upgraded...

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Featured review

"This quiet and adorable Villa was perfect for our family!"

This quiet and adorable Villa was perfect for our family! It was clean, comfortable and super close to the beach. The washer and dryer were a lifesaver with kids and all their wet towels/clothes. Easy after...

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$261
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to a bit of heaven!A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach!As you travel...

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$259
avg per night
New
Siesta Key Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into effortless luxury with this two bedroom, two bathroom villa, thoughtfully designed for both comfort and style. The spacious layout features two inviting bedrooms, including a serene primary suite with a king-size bedroom set and a second bedroom furnished with a queen-size set—perfect...

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$188
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Property OverviewAzure Isle FUSION is a listing property with two separate houses right next to each other: Azure Haven (blue house) and Isle of Green (green house). This setup provides plenty of space and privacy for everyone in your group.Sleeping Arrangements The property sleeps up to 8 guests...

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$401
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Create unforgettable memories at “Crescent Palms”. This *perfect island house* has been fully renovated in 2025. Crescent Palms is centrally located, just north of Pine Avenue in Anna Maria. This home is steps away from the gorgeous white sandy beaches of Bayfront Park, having captivating...

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Featured review

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa...

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$422
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for a great vacation location on beautiful Holmes Beach? Then look no further. Island Haven is a two-story, private home that features 4 bedrooms (two of which are primary bedrooms), 3 full bathrooms, game room and private saltwater, heated pool. Upon entry, you will find the open-concept living...

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$368
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

Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile...

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$349
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$605
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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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Featured review

"Don’t rent this house"

3323 SW 25th Place. This house was supposed to be pet friendly and I guess I don’t know what pet friendly meant. The stains on the carpet were bad. The one pool screen door was off its hinges and had...

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$163
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate luxury vacation with this gorgeous 4-bedroom, 3-bathroom fully-furnished house. The spacious and open living, dining, and kitchen area boasts high ceilings, providing a grand and comfortable atmosphere for you and your loved ones to enjoy.Step outside onto the sunny pool area...

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Featured review

"Our wedding"

Thank you so much for allowing us to stay and use your house for our wedding! Especially last minute when our wedding venue canceled on us! We loved it, thank you so much! You were an amazing host!

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$260
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 8 miles to yacht club

Key Amenities

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

About this property

Welcome to Villa Costa! Built in 2002, this Beautifully decorated 3/2 pool house with all the amenities of home. Located on a peaceful canal with side and adjacent lots undeveloped for extreme PRIVACY! Enjoy area attractions on nearby Pine Island and Matlacha, within 7 miles of home. Prestigious Pelican...

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Featured review

"The best home.and hosts"

Keith and Sharon are fantastic hosts. They provide everything you can think of and then some. They have a beautiful home,salt water pool,which was just redone, and a hottub. We loved everything about...

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$241
avg per night
Cape Coral Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing opportunity. One of a kind! Conveniently located downtown Cape Coral, waterfront 2 large bedrooms, two full baths fully furnished and with a large glassed-in lanai overlooking the private and heated pool/boat dock on a large navigable canal. Unit has fully updated kitchen with granite counters,...

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$91
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to Turtle Beach, Siesta Key

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful beach inspired decor...Fresh, airy and calm...perfect relaxing unit with all the comforts of home and more to enjoy a fun filled time at the beach!!!!!

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$272
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Walk in and be wowed — the Gulf of Mexico and sugar-white beaches are right in front of you! The view of the Gulf is across the street, where you'll see some of the best sunsets you'll ever see! It's truly breath-taking, and the best part? You get to experience it all, every day of...

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$204
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 6 miles to Englewood Beach, Boca Grand Siesta Key

Key Amenities

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

About this property

The villa is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing vacation. Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master bedroom has a TV and a dream ensuite bath with a Roman...

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Featured review

"Great vacation"

This was our second holiday in this holiday home. We enjoyed it very much again. As with our last stay, it was very clean. It has everything you need. The pool is beautiful. The location is perfect. Several...

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$111
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to Out Front

Key Amenities

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

About this property

Our Sand Castle II 306 is a spacious 3 bedroom beach front condo with the largest balcony in the building overlooking the wide sand beach.Our gorgeous 3 bedroom Sand Castle II beachfront condo on Florida's Suncoast is available for those wanting one of the best accommodations in the Tampa / St....

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Featured review

"Excellent stay !!"

The apartment was perfect for our family . We spent a a very nice days . We will be back . Everything was in very good conditions .

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$281
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
61 reviews

Distance to beach: 9 yards to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Dog Brewing Company,...

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Featured review

"Beautiful views for Best Value"

We love this condo/area for its dual views of both the beach and the inlet right from your doorstep! The dock just steps away is perfect for a little fishing and seeing dolphins and manatees. Nice picnic...

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$122
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sea Salt special: - 5 min walk to Holmes Beach - Private heated pool, ping pong, outdoor shower - Gas grill (propane included) - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon, & beach umbrella - Parking for 4 vehiclesSea Salt is an updated...

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$314
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up just steps from the sugar-white sands and sparkling shoreline in this beautifully updated coastal retreat. Perfectly positioned across the street from the beach, this inviting 2-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience.Inside, the space feels light,...

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$218
avg per night
Punta Gorda House
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 5 miles to Port Charlotte

Key Amenities

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

About this property

Amazing Tropical Paradise close to restaurant's, clubs, shopping, activities and beach's. The private backyard of this home is difficult to describe with photographs; truly a very unique PRIVATE OASIS which you have to see to believe. Location' Location' Location'The Home,...

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Featured review

"Vacation paradise"

We had the best time there. Spent most of our time fishing off the dock, swimming in the pool and cooking on the grill! It is truly beautiful! The house is well kept and very clean. If you have any questions...

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$187
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Bimini Sunrise special: - Concierge Collection Property - Golf cart included! - Anna Maria on Anna Maria Island - A short walk to Pine Avenue - Spacious heated pool / spa - Rooftop deck, elevator, private dock - Gas grill (propane included) - Professional Linen Service -...

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$769
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

View all property information

$638
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NEW REDUCED PRICES....With weekday check-ins, not just Saturday to Saturday! Only steps to the beautiful beaches of the Gulf of Mexico. From this newly remodeled unit, restaurants and shops are just a short walk away. Or, if you prefer, stay in and cook your own meals in the fully stocked kitchen...

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$248
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Saga is located overlooking the canal. Large pool area facing north and west. Walking distance to restaurants and shopping. Extra sitting area by the canal with table and 4 chairs. Dock and Boat lift as well.4 bikes for guest to use are waiting in the garage.It is only a 3-minute drive to...

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Featured review

"The Best"

Thank you Suzanne for making our 2 weeks a wonderful getaway in Cape Coral this year The house is in the perfect location for anything you might want to do and if you want to just stay in the pool is perfect. The...

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$187
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southeast-facing...

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Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed...

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$317
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...

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Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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$94
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...

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Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...

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$209
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A 2-bedroom, 2-bath coastal condo perfectly positioned across the street from the white sands of Bradenton Beach on Anna Maria Island. Seagrass Sunsets delivers comfort, charm and an unbeatable Bradenton Beach location. Seagrass Sunsets is your effortless home base for Gulf Coast Living.You'll...

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$186
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Sun-Kissed Haven, a charming and delightful retreat nestled in the heart of Sarasota, Florida. Flooded with natural light and featuring a perfect blend of comfort and style, this highly walkable home is an ideal getaway for families or groups of friends seeking a relaxing coastal vacation....

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$156
avg per night
Fort Myers Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.0 miles to Gulf of Mexico

Key Amenities

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

About this property

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

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Featured review

"Excellent Estero"

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

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$153
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.