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Florida Gulf Coast Vacation Rentals

(3635 rentals)
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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$87
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sunshine Rays, your home away from home nestled in the charming Palma Sola area of Bradenton. This spacious 3-bedroom, 2-bathroom single-family home offers the perfect blend of comfort and luxury, with an open floor plan, two living room spaces, a fully stocked kitchen, and a stunning backyard...

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$314
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Hello Darling, a freshly renovated 2-bedroom, 2-bath condo tucked into the friendly community of Runaway Bay. Sleeping up to 5 guests, this charming retreat blends modern comfort with peaceful, coastal vibes, perfect for families, couples, or anyone looking to unwind.As you walk in, you're...

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Featured review

"Nice"

Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people

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$261
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
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

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Anna Maria Island Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...

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Featured review

"Lovely Accomodation"

We were so pleased with Barefoot Mermaid 3. Everything was so clean and well cared for. The kitchen was stocked with the things we might need. We were so close to all our favorites like The Sandbar, Mademoiselles...

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$302
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....

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$999
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Fancy FlamingoFancy Flamingo is a gorgeous, breathtaking three-bedroom, three full bathroom luxury Villa with amazing amenities. The property is situated in highly desirable NW Cape Coral quadrant with Gulf Access and western sunset views. This home will give you tranquility, nature and...

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$347
avg per night
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Renovated turnkey front unit with modern themes and contemporary furnishings and designs. Stunning Gulf views from the Master and Guest bedrooms, covered parking.Updates include new kitchen, new flooring throughout, and new bathrooms. The spacious lanai offers breathtaking ocean views. Easy access...

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$283
avg per night
Special Offer
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$224
avg per night
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
19 reviews

Distance to beach: 100 feet to You are on the Beach

Key Amenities

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

About this property

Jan 20, 2026 Update: ALL Rates are DISCOUNTED because our pool is still under construction and will be completed in March. I know this is an inconvenience for everyone. However, the white sand beach is beautiful. We have discounted the rates to compensate for this inconvenience.️ Unit 302...

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Featured review

"Fantastic place! Home away from home - only much BETTER!"

I had a great, relaxing time at this awesome condo! It far exceeded my expectations! It is very well decorated, super clean and well appointed. The rooms are spacious, plenty of room everywhere. The...

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$322
avg per night
Special Offer
Madeira Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

CORNER CONDO WITH A 60 FOOT "L" SHAPE BALCONY!! Locate right on Madeira Beach. Overlooking the heated salt water pool and the white sands off the Gulf of Mexico.

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Featured review

"Awesome time! We definitely will be back!"

This beautiful condo is spotlessly clean and well equipped. The owner is very accommodating and will help out in any way he can. The condo building is well maintained. The pool is warm and clean. Last but...

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$449
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...

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Featured review

"Beautiful rental, excellent location"

We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...

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$163
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

About this property

This cozy retreat is bright, fresh, and filled with natural light that streams through the large sliding doors. It features new TVs in both the bedroom and the living room, and a two-car garage provides easy access to the house. The updated, well-maintained patio home also includes a screened-in porch....

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$200
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

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit is recently under new ownership and has been completely updated with new paint throughout, all new kitchen appliances and brand-new living room and dining room furniture. The unit features a fully-equipped...

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Featured review

"Breach front paradise"

This is our 3rd vacation on AMI and we love it! This condo is a perfect location with beautiful beach and water views. So close you can watch dolphins from the balcony! The rooms are good, master bed very...

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$383
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Service Park

Key Amenities

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

About this property

Completely renovated, modern, open/split floor plan design South Venice home with lania covered oversized, heated, salt pool. Two large living areas with 3 bedrooms sleeping 8 to accommodate large family, two families, or multiple couples. Four sliders from living area, kitchen, and master bedroom provide...

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$329
avg per night
New
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

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

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$189
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the...

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$1,865
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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$300
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

​​​​​​Step into island luxury at this beautifully renovated 2-bedroom, 2-bath vacation retreat, perfectly situated just across the street from the white-sandy shores of Bradenton Beach on Anna Maria Island. Located on the lower level for easy access, Margaritaville at Runaway Bay 137 is a...

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$270
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC19-000273 | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly Completely Renovated February 2025! Welcome to Conch-Out Beach House, a beautifully renovated one-level bungalow that blends classic Florida charm with...

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Featured review

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...

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$736
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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$821
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Crosswind Cottage312 A 61st Street, Holmes Beach, FL 34217 VRC19-000277 | 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | ElevatorWelcome to Crosswind Cottage, a spacious island retreat designed for comfort, fun, and relaxation. With three king bedrooms, a private pool, game...

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$526
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Ft Myers

Key Amenities

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

About this property

SNOWBIRDS WELCOME! COME THIS WINTER 2026 only $130.00 per NIGHT all in except for 2 fees. Find some better rate? Make me an off on the season I am really nice and just looking for a neat couples to enjoy our place.Experience luxury living in Fort Myers. Lots of fun things to do here! Available...

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Featured review

"Great Place to Stay wqith your family"

Stayed with my family in this conveniently located condo. Very roomy and so glad there was 3 bedrooms. This complex had everything we were looking for : Great pools , fitness center and plenty of restaurants...

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$89
avg per night
New
Special Offer
Punta Gorda Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Tropical Sunset Oasis is perfect for families or friends seeking a relaxing retreat in a picturesque setting.Property Highlights: 2 Bedrooms, 2 Bathrooms: Spacious and comfortable...

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$125
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

!!! Beautiful 1 Bedroom Waterfront Condo - Turnkey Furnished - Vanderbilt Beach!!! Available Now 2023 !!! Fabulous 1 bedroom 1 bath This house is truly unique with several custom touches. a large screened lanai perfect for entertaining and enjoying the beautiful sunrise views. tastefully appointed...

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$267
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**Due to damages from Hurricane Helene, 'Mi Casa' is not available for rental. If you have a reservation, please contact Robin Robertson. All records were lost and we have no way of contacting you.**Welcome to 'Mi Casa', our 2 story renovated vacation retreat on Indian Rocks...

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Featured review

"Lovely beach cottage!"

We enjoyed MiCasa for a Thanksgiving celebration with friends. We were all coming from out of state to enjoy the beach. MiCasa is very comfortable and had all the comforts of home. The beds were comfortable,...

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$314
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover your perfect coastal getaway in this beautiful 3-bedroom, 2-bath Venice home with a private swimming pool. Located just 5 minutes from Nokomis Beach, Venice Beach, and world-famous Siesta Key, this serene retreat offers the ideal blend of comfort and convenience. Enjoy open living spaces, a modern...

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Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$349
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

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit features a fully-equipped kitchen, elevator, washer dryer, cable TV/WiFi, shaded assigned parking and a shared heated pool spa. But, it doesn t stop there; this unit has stunning views of the Gulf of Mexico...

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$404
avg per night
Special Offer
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

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

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Featured review

"Barefoot Beach Condo 253 Barefoot Beach Blvd"

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

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$371
avg per night
Palm Harbor House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Escape to this heated pool paradise in Palm Harbor! Snow-bird friendly. Perfect for winter getaways with heated pool and hot tub ! Located just minutes from Honeymoon Island State Park and Crystal Beach. Ideal for families and extended stays with 3 generous bedrooms + comfortable living room space, smart...

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Featured review

"Recent stay"

The house was just as it was represented . Clean comfortable and enjoyable. We will return on our next visit.

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$227
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Blue SeasBlue Seas is a large four bedroom with den and three full bathroom vacation villa situated in the highly desirable NW Cape. The home is centrally located within minutes to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have come...

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$260
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Make a salty margarita as soon as you arrive at Salty Margarita, a beautifully renovated 2-bedroom, 3-bathroom single-family home just moments from the beach on stunning Anna Maria Island. Step inside through the sliding balcony doors and you'll be greeted by an open-concept living area that connects...

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$422
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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$124
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Great location, beautiful condo and excellent restaurants."

First time to Anna Maria Island and we really enjoyed it. We usually stay in Siesta Key but I think we found a new favorite area. The pool was very nice at this property and the beach is right across...

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$223
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC19-000241 Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival...

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$354
avg per night
Anna Maria Island Townhome
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to our Gulf-to-Bay townhome on Anna Maria Island for a truly unforgettable vacation. With its ideal location, luxurious amenities, and proximity to the beach, this property is a haven for beach lovers and those seeking a taste of island paradise. Relax, explore, and create cherished memories in...

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$433
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 6 miles to 5th ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...

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Featured review

"I do not understand??"

Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany

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$136
avg per night
New
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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Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV charger. Upon entry, you...

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Featured review

"Blue Lagoon South"

We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!

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$399
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day,...

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Featured review

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy...

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$460
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The 2 Bedroom/2 Bath waterfront condo is located in a gated community with pool. Walk 50 yards to the beautiful white sandy beach on the gulf at the end of Little Hickory Island. Perfectly secluded, Bonita Beach Club is the last property on the island and surrounded by water on three sides with miles...

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$260
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

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

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$170
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Across the street

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Down By The Bay! Miramar at the Moorings! This renovated fourth floor 2 Bedroom/2 Bath condo presents wide views of the bay via floor to ceiling windows and offers beach access directly across the street. Gorgeous porcelain tile floors, a beautiful kitchen, neutral colors, and lots of natural light, give...

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$265
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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$162
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

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

About this property

Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches.  ...

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Featured review

"Fantastic Place!"

My wife and I stayed for the month of February and it was amazing. I played golf at the Kelly Greens golf course which is a really good course and so well run and maintained. She is a 6 to 7 miles a day...

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$180
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan...

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$322
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...

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$243
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

210 65th Street Holmes Beach, FL 34216 VRC17-000007 No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60...

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Featured review

"Yearly family vacation"

Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed...

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$730
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.