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Florida Gulf Coast Vacation Rentals

(3635 rentals)
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This cozy beach house awaits your visit! Magnificent view of the Gulf of Mexico and evening sunset from lanai.... Peaceful Intercoastal inlet views and sunrise from front door...This little nest has been newly "stem to stern" furnished and equipped for your comfort. Coastal Living as its...

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Featured review

"Perfect sunsets, great lanai and best location"

Nice quiet location on Turtle Beach. Best sunset views, right on the beach and all the amenities one needs for a perfect beach holiday. Added bonus of docks for boats/kayaks, heated pool and gated entry....

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$367
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....

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$295
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Yacht Club Community Park

Key Amenities

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

About this property

Our newly remodeled 4 bed 2 bathroom home features an open concept kitchen/living room. The split bedroom style gives the master bedroom privacy with a newly remodeled bathroom. Guest bedrooms are spacious and comfortable. The home is situated on a saltwater canal with a private screened in lanai that...

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Featured review

"Feels Like Home"

The house offers everything you could need and the outdoor space is such a bonus! This home is located in an area that allows you to walk to restaurants and shopping. It is also less than a mile drive to...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Salty Sunsets” on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy access to Bean Point. This Anna Maria Island vacation rental home offers all the goodies to make sure your vacation does not skip a beat. This beautiful property offers...

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$947
avg per night
Fort Myers Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Ft. Myers, Beaches of Sanibel Isle, Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This Beautiful Resort Style Villa is waiting for you! The villa is fully equipped and ready for you to move right in. Inside, guests find a beautiful space featuring a gathering room, dining area, full kitchen, 2 bedrooms with one king bed and one queen bed, perfect for a restful night. An additional...

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$230
avg per night

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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
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spend a month or two in this 2nd-floor corner unit with a fantastic view of the Gulf. Watch the dolphins from the lanai or soak up some sunshine on the open balcony. Not ready to get out of bed? You can watch the waves from the comfort of your bed. The great room offers a spectacular view of the gulf,...

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$200
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
Indian Shores Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

This beautifully updated and cozy Intracoastal condo is located in the highly sought-after Sea Club Resort, a resort-style building offering a wealth of amenities including a private fishing dock, heated pool, shuffleboard, and BBQ grills. Recently renovated to enhance modern comfort, the condo features...

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$179
avg per night
Gulfport House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Peach Hideaway is a 3BR/2BA, pet-friendly beauty in Gulfport, featuring a heated swimming pool that’s a big hit with guests.Walk to Gulfport’s beaches, restaurants, pier, and more, then come back to your bug-free pool with a screen enclosure. Nighttime lights and pool heating (76-78...

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Featured review

"Just Peachy"

Perfect for my family of three and two additional guests for a few days. Spacious, well decorated property with everything you need to be comfortable. The pool is immaculate and the outdoor lights makes...

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$313
avg per night
New
Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$182
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Your Relaxing Waterfront Getaway – Stylish Comfort in a Prime Location3 Bedrooms | 2 Bathrooms | Sleeps 6Heated Pool - Freshwater Canal - Outdoor Dining - Piano - Games - Close to Shops & RestaurantsWelcome to your perfect Cape Coral escape—where comfort, convenience, and Florida...

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$215
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to BluewaterBluewater is a modern designed tour-bedroom four full bathroom luxury Villa with amazing amenities, modern upgrades on an unique southern facing lot with gulf access canal. Bluewater is situated in the highly desirable SW Cape. Walking distance to Surfside Shops, close to many...

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$402
avg per night
New
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

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

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$246
avg per night
New
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning

About this property

Welcome to your inviting Sarasota getaway, featuring three spacious bedrooms and three full bathrooms — perfect for families, couples, or groups of friends traveling together.Step inside and discover a bright, open floor plan designed for comfort and connection. The modern kitchen comes fully...

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$261
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 25 feet to Fort Myers Beach

Key Amenities

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

About this property

Amenities Update January 2026: Due to permit delays after Hurricane Ian in 2022, the beachfront pool will not reopen until March 14, 2026 and pricing is discounted until then. This is an opportunity for a prime season beach vacation at a great price. Beach supplies including a beach buggy, beach chairs,...

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Featured review

"Picture Perfect Condo"

Great Condo... Very clean, fully stocked. Looks just like the pictures. Love the location. Very nicely kept grounds. We would come back in a heartbeat. Michelle and the condo management staff are responsive...

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$420
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,950
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC18-000047 Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$888
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat in Cooler Months) -3 Bedrooms + Sleeper Sofa – Sleeps Up to 6 -All Bedrooms Have Ensuite Bathrooms -Fully Equipped Kitchen with Island Seating -Multiple Outdoor Spaces Including Front Deck...

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$444
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Clean fully furnished upscale 3 bedrooms in main house + 1 bedroom in separate casita(cabana).Ceramic & hardwood floors throughout - no carpet!!Fully stocked with kitchen dishes, cutlery, glasses, pots & pans. 2 fridges, LG front load washer & dryer, 2 TV’s with cable.Crib,...

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$108
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to Palms and Paradise Getaway in SE Cape Coral. Enjoy the palms and sunshine at our 3 bedroom/2 bath vacation home with heated pool. Our home is in a prime location with easy access to the vibrant downtown Cape Coral scene, restaurants, and Cape Harbour. Close proximity to Fort Myers Beach, Sanibel,...

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$168
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Turtle's Getaway! You will be close to everything when you stay at this SALTWATER pool home with over 2200sq ft in the SW Cape Coral. Your family will love your stay here! Located just off Veteran's Parkway & 20th Ave btwn Surfside and Chiquita Blvds, it is close to restaurants,...

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$208
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

Escape to Camelot Point – your private tropical oasis in sunny Cape Coral! This stunning 3-bedroom, 2-bathroom vacation home delivers the ultimate Southwest Florida getaway with a spacious heated pool and relaxing hot tub in a screened lanai and a fully fenced backyard bordered by lush palm tress...

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Featured review

"Wonderful Property"

Had a wonderful time at Camelot Point! Very clean. Great layout, beautiful lanai , hot tub & pool with well thought out amenities. Great location, a walk or bike ride away from parks, pickleball, groceries,...

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$272
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 1 miles to South Beach

Key Amenities

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

About this property

Escape to Marco Island in this updated 2-bedroom, 3-bathroom townhouse-style bright beautiful renovated condo. Located on the desirable south end, just steps from South Beach, this 1,075 sq. ft. two-story condo is part of Huron Cove, a quiet 10-unit community with a heated pool, boat docks, and canal...

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$283
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
Clearwater Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Beautiful waterfront condo located at Harborview Grande in the heart of Clearwater Beach. Just a 5 minute walk to Clearwater beach, bars and restaurants. Wonderfully decorated with a coastal theme, new bedroom floors and new appliances.This 4th floor end unit has 3 bedrooms, 2 full baths and 1800...

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Featured review

"Spring Break"

This was our second time renting and another relaxing vacation at this beautiful spot ! The condo is spacious, spotless and convenient to everything . We love spending evenings on the deck overlooking ...

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$402
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round...

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$1,683
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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Featured review

"Perfect"

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

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$353
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to “Barefoot Mermaid 1” 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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$369
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Clearwater Beach

Key Amenities

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

About this property

Welcome to Citrus Coastal Retreat! This 3-bedroom home near Indian Rocks Beach offers a private pool, tropical yard, and cheerful sunshine and lemon-inspired decor. Enjoy a fully equipped kitchen, cozy living space, and outdoor dining area perfect for relaxing. Just minutes from the beach, dining, and...

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$248
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beach Cottages condo with private balcony with ocean and pool views! This condo has comfortable furniture and a well-equipped kitchen making you feel right at home. Stay at one of the most well-maintained buildings in Indian Shores right on the beach and experience the powdery white sand beach and dreamy...

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Featured review

"Great place"

Everything was perfect except - the channel app That you use to access the regular channels is unknown to me - there were three remotes in front of each TV, but only one report was required. Please leave...

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$284
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...

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$306
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...

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Featured review

"Lovely vacation villa"

Could not fault this comfortable homely villa, very relaxing! Everything we needed and more! Beds were super cosy too! Cara and Bill were wonderful hosts! Nothing was a problem! The view of the canal,...

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$186
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$584
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$243
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven...

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$833
avg per night
Tampa Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Davis Beach

Key Amenities

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

About this property

FULLY FURNISHED HOME in a prime location... 15 minutes to airport and 5 minutes to shopping. Located on a canal with open water access. Outside deck overlooking canal, allows for beautiful sunrise and sunsets. Home is warm and inviting, central air conditioning, with an open floor plan of over 2000 sf....

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Featured review

"The host/owner to great care of us!"

The location is perfect. Close to the Airport, beaches, shopping, and all Tampa dining. We did have a few issues during our stay, but the owner was quick to rectify them. We would recommend this place...

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$127
avg per night
Anna Maria Island House
Sleeps 16, 7 bedrooms, 6 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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$1,229
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beach Cottages condo with private balcony featuring ocean and pool views! This condo has comfortable furniture and a well-equipped kitchen making you feel right at home. Stay at one of the most well-maintained buildings in Indian Shores right on the beach and experience the powdery white sand beach and...

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$289
avg per night
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Our home will accommodate 7 guests with a full kitchen, living room with TV and entertainment center, a dining area seats eight. A king bed in the Main Suite has a TV and a bathroom. There is a queen bed in bedroom 2, and a twin over full bunk and another twin bed in the bedroom 3, near bathroom 2. The...

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$288
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations,...

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$410
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Boca Grande

Key Amenities

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

About this property

Immerse yourself in the soothing vibe of sunny Florida at this modern and bright 3-bed, 2-bath home. This Port Charlotte vacation rental is the perfect place for your next Gulf Coast getaway, featuring a heated outdoor pool for refreshing swims all year round, a screened lanai with a heater, and an open...

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Featured review

"Amazing!"

We stayed the entire month of April. Beautiful home furnished with everything you need or want! The location is quiet and the pool is fantastic! We had family stay throughout the month and everyone was...

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$149
avg per night
Marco Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Anglers Cove Unit J205Summary: Escape to paradise at Anglers Cove Unit J205, a stunning vacation rental, located in the heart of beautiful Marco Island, Florida. This newly updated, spacious unit offers everything you need for a relaxing and memorable beach getaway.The Space: Discover a charming...

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$352
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to Vanderbilt Beach

Key Amenities

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

About this property

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

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Featured review

"Wonderful Stay"

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

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$188
avg per night
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
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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$374
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Top Reasons to Book this Island Getaway: - Prime Location in the Heart of Holmes Beach - Minutes to Anna Maria Island’s Pristine Beaches - Private Deck with Shaded Seating - Beach Gear Included – Chairs, Cooler, Umbrella & Toys - Spacious Master SuiteWelcome to Sunshine Siesta,...

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$195
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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$469
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
Anna Maria Island House
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.The Space: - Just across the street...

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$202
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.