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Florida Gulf Coast Vacation Rentals

(3635 rentals)
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers will enjoy this newly decorated rental at Lely Resort in Naples!THE PROPERTY This 2-bedroom, 2-bathroom condo sleeps 6 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...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

-Canal Front with dock -40 min boat ride to the Gulf -5 mi to Yacht Club Public Beach/Cape Coral -Heated pool (add’l fee for heating) -Fire Pit, Gas Grill -Family Friendly, travel crib, high chair -Dual coffee maker, fully stocked kitchen -Pool toys, floats -Beach chairs, toys, umbrella...

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Featured review

"Perfect Getaway"

Whether you are interested in a quiet vacation with a spouse or a vacation with the whole family, this place is perfect! The private pool area was amazing. The outdoor space was perfect for the Florida...

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$269
avg per night
Last Minute Deal
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

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$478
avg per night
Last Minute Deal
Fort Myers Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
25 reviews

Distance to beach: 200 yards to Ft. Myers Beach

Key Amenities

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

About this property

The perfect get-away to enjoy your fun in the sun, and only a very short walk to the new restored white sand beaches of Ft. Myers Beach. Take advantage of your view of the Gulf of Mexico while swimming in your private heated pool that is totally enclosed with bug-free screening. Included is a sun deck...

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Featured review

"Great family rental"

Very nice, well-kept family beach house just across the street from the beach. The screened pool area downstairs was awesome with plenty of room to grill, eat dinner, play games and relax by the pool and...

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$356
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

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Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Step into paradise with this beautifully updated ocean view condo at Beach Cottages, perfectly situated in the heart of Indian Shores. Enjoy walk-out access to the pool and take in breathtaking views of the ocean and pool from your private patio. This coastal retreat features modern finishes including...

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$304
avg per night
Naples House
Sleeps 14, 7 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

6 bedrooms; 4 full bathrooms; sleeps 14 Luxury home in desirable Old Naples. Nestled in the heart of Old Naples, 75 yards to the beach 2 blocks from shopping / restaurants (Fifth Ave South / Third Street), this professionally decorated private oasis is the perfect setting for your family or corporate...

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Featured review

"Beautiful home!"

We had all the comforts of home & the pristine beach just seconds away. We had beautiful accommodations & everything we needed. Our family had a wonderful vacation with plenty of space for our group of...

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$1,714
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$250
avg per night
Anna Maria Island Cottage
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point — one of the...

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Featured review

"Great place!"

Super cozy! Great place for a perfect vacation! Definitely will be one of my choices when we plan our next vacation!

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$477
avg per night
Largo House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Immerse yourself in the beachy bliss of the Coral Beach Bungalow, a stunning 4-bedroom, 2-bath vacation home designed for those who crave the ultimate getaway filled with Sun, Sand, and Sunsets!!! Ideal for families or groups, this luxurious and spacious getaway promises relaxation and adventure in equal...

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Featured review

"Clean, comfortable, well appointed"

We held a 4 day family reunion at this location - 5 adults and 4 children under the age of 5. The home is what you would expect if you borrowed it from a favorite aunt; the kitchen is fully appointed with...

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$397
avg per night
Special Offer
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Fort Myers Beach

Key Amenities

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

About this property

Property Highlights: • Heated solar pool overlooking the canal (cost included) • Private dock & boat lift – bring your boat! • Covered poolside lanai w/ customizable string lights • Arcade + game room (fun for kids & adults!) • 3 bedrooms / 2 baths with new...

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Featured review

"Perfect Pelican Neighborhood Retreat"

Though I didn’t stay here myself (I sold the property to these amazing hosts), I can vouch for their flawless setup. Every detail screams thoughtfulness—from plush comforts to top-notch entertainment...

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$361
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Single-story home, step-free access, freshly renovated with new tile flooring throughout (no carpet), all new interior dimmable lights, all new exterior Govee LED Lights (Lanai string lights, Coach Lights, Pool Light), new paint, tons of Florida- inspired decorations and new high quality furniture.Primary...

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$199
avg per night
Bradenton Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Island Hideaway” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...

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$219
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your slice of paradise along the pristine shores of the Gulf in Naples, Florida. This beach front condo, located in the community of Park Shore, offers breathtaking Gulf views from every room and all the comforts of home. The condo is an end unit in the building located on the 9th floor - you...

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$467
avg per night
Anna Maria Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample...

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$464
avg per night
Special Offer
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your coastal getaway at Bonita Beach. This stunning 8th-floor end unit in The Egret offers the perfect combination of luxury and relaxation, with direct access to the white sands and breathtaking Gulf views. Available for stays between January and May 2026, this condo accommodates up to four...

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$342
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Barefoot Beach

Key Amenities

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

About this property

This wonderful condo offers view of 10th fairway and pond from lanai and dining area. With cathedral ceilings and tile floors, this beautifully decorated and furnished condo is comfortable and relaxing. Conveniently located across from the Miromar Outlets, it is accessible to shopping, dining and entertainment....

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Featured review

"Wonderful stay"

We had a wonderful time this spring at your place. It was very convenient for the places we wanted to be near. Right now my Jim’s health is in question so we are not sure of our plans for next year....

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$174
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Whether You're Looking For A Round Of Great Golf... Fantastic...

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Featured review

"By the sea"

Ocean awaits you By far the nicest most valuable resort on this side of the gulf. With den space this unit creates a perfectly sized 3bedroom rented as a 2 saving you Big. Stop paying large resort fees...

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$328
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
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
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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$206
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
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
56 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

"One of our best Florida trips!"

One of our best Florida trips. We were surrounded by wonderful people! We truly miss our new found friends!️

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$130
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything...

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$239
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

MONTHLY RENTAL. Introducing our BEAUTIFUL NEW LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets.Our home away from home is perfect for those seeking a winter retreat or anyone seeking...

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Featured review

"CASARINA on Siesta Key Beach-#1 Beach, Place to Visit, Hosts"

To start off with Chris and Jeannie are the best hosts to deal with. Easy going, prompt if anything is needed! They share their lovely home with us vacation lovers visiting literally the #1 Beach-Siesta...

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$349
avg per night
Cape Coral House
Sleeps 10, 5 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Southern ComfortSouthern Comfort is an oversized, breathtaking five-bedroom, three and a half bathroom luxury Villa with amazing amenities. Southern Comfort is situated in the highly desirable SW Cape on a small peninsula off of Cape Coral Parkway with views of one of the 8 Lakes. The home...

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Featured review

"All the amenities for an extended stat"

We really enjoyed this property for the 7 weeks we stayed. It was a bit of a drive to the places we normally go and there's no restaurants or shopping within walking distance, but we would stay again for...

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$399
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the white sandy beaches. This villa has a fully-equipped kitchen,...

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Featured review

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are...

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$316
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Blue AbacoBlue Abaco is a beautifully decorated four-bedroom, two full bathroom luxury Villa with amazing conveniences. Blue Abaco is situated in the highly desirable SW Cape with a fresh water canal great for fishing and eastern exposure views. This home will give you tranquility, nature...

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Featured review

"Perfect pet-friendly beach condo"

The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub. Ben (the owner) even let our dog stay. We'll visit again!

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$297
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 RESERVATIONS STAYING DURING 2025! 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...

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$491
avg per night
Venice Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
7 reviews

Distance to beach: 0.2 miles to Service Club Beach/Sharkeys

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Totally renovated hotel-style studio efficiency with coastal decor. Includes, new shower and bathroom, queen bed, small fridge, large fridge, air fryer, coffee maker, toaster oven, blender, microwave, cook top, Barbecue, WiFi, Roku TV, beach chairs and umbrella.Plush green fenced in backyard with...

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Featured review

"Comfortable, peaceful and close to everything"

I stayed in Sheri‘s unit for a few months while I relocated to the area for work. The unit is beautiful, very well taken care of and has everything a person could possibly need. I loved being in the peaceful,...

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$68
avg per night
Englewood Villa
Sleeps 8, 2 bedrooms, 2 bathrooms
98 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

️ BOOK NOW - LIMITED AVAILABILITY! ️Your beach paradise awaits minutes from Englewood's Gulf Coast!Heated Pool (FREE Nov-Apr!) Game Room - Pool, Darts, Air Hockey Screened Lanai & Tiki Bar Cozy Fireplace & Reading Nook Beach Gear Included Blackstone Grill 2 Smart...

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$235
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 45 miles to Venice Beach

Key Amenities

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

About this property

Imagine starting your day with a freshly brewed cup of coffee and a light breakfast on the lanai, overlooking the serene 11th green and a wildlife refuge area. With our newly installed “no-see-ums” bug screens, you can enjoy the view without any interruptions.After breakfast, take a quick...

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$173
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 10/10/25 WITH A CHECK-IN DATE AFTER 1/17/26! 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...

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Featured review

"Nice house"

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach...

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$470
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$221
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful apartment in a very quiet neighborhood. We have pickle ball and tennis courts, two pools (one is heated), volleyball and basketball court. Outdoor grill areas. It is a pet friendly community and 2 pets per apartment are allowed. We have Bingo nights, family days and pool parties.

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$126
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .This beautiful second-level condo offers the perfect blend of comfort and coastal...

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Featured review

"Excellent beach vacation"

Such a pleasant stay, great location for walking to restaurants, shops, steps from the beach. We loved staying on the island it's been years since we've been and really appreciated all that it has to offer....

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$264
avg per night
Dunedin Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 3 miles to Honeymoon Island

Key Amenities

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

About this property

Stunning Top-Floor Oceanfront Condo with Breathtaking Sunset Views This beautifully furnished 2-bedroom, 2-bath condo is one of the best units in the complex, offering sweeping sunset and waterfront views from your private West-facing balcony and both bedrooms. Located on the top (3rd) floor, this spacious...

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Featured review

"Relaxing oasis overlooking the Gulf"

Charming and friendly condo with outstanding sunset views. Relax on the balcony and watch the dolphins and other marine wildlife. This charming condo is spacious with everything you need for a wonderful...

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$171
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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$301
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
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$349
avg per night
Treasure Island Studio
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the ULTIMATE BEACH GETAWAY, Sunset Cove is located in one of the best and sought-after beaches on the west coast of FL, Treasure Island. This efficiency unit, equipped with full kitchen and reserved parking spot. Walk across the street through the private and deeded beach access entrance. When...

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Featured review

"Nice and quiet area."

Nice efficiency. Basically, everything you need. Could use a few beach chairs. I did buy a beach chair while I was there. Beach was beautiful and right across the street. Restaurants and shops are near...

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$140
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities...

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Featured review

"Great location!"

We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!

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$230
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters,...

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$370
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Coastal Serenity has a rooftop deck, private pool and spa, a ping pong table, and an EV Charger! This single family home boasts 4 bedrooms and 3.5 bathrooms and is only a three minute walk to the beach. Beautifully decorated, the kitchen is fully-equipped with a wet bar and an island with ample counter...

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$816
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Angel Sea by Beach Retreats Vacation Rentals VRC19-000188 4118 5th Ave, Holmes Beach, FL 34217 6 Bedrooms | 3.5 Bathrooms | Sleeps 12 | Elevator | Heated Pool & Hot Tub This home can park up to 4 vehiclesWelcome to Angel Sea—a stunning 6-bedroom, 3.5-bathroom vacation home designed...

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Featured review

"Family vacation"

House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.

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$816
avg per night
Fort Myers Beach House
Sleeps 9, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Special Pricing! 10% off nightly rate December -January 2026Welcome to The Seahorse, a luxury private pool home situated directly across the street from the Gulf of America. This 4-bedroom, 3 1/2 bath accommodates up to 9 people. The open-concept living areas feature stunning decor and many windows...

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$628
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance...

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$476
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Pink Pearl, your dream coastal retreat! This stylishly renovated one-story home combines tropical charm with modern comfort—perfect for families or groups looking to relax, entertain, and explore beautiful Anna Maria Island.The Space: - Spacious, single-story home with 4 bedrooms...

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$579
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

We still have other homes available JAN 2025 through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.3 BEDROOM’S –...

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Featured review

"Great home!"

We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...

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$308
avg per night
New
Largo House
Sleeps 10, 5 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bring the whole family or your group to this bright and spacious 5-bedroom home in Largo, just minutes from Florida’s white sand beaches. With an open-concept kitchen, living, and dining area, a private backyard with BBQ, and easy access to shopping, restaurants, and entertainment, this home is...

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$323
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.