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Florida Gulf Coast Vacation Rentals

(3918 rentals)
New
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterfront 2BR/2BA Club Bahia Condo on Boca Ciega Bay | Isla del Sol, St. Petersburg FLThe water starts where the balcony ends at this fully updated two-bedroom, two-bath condo in Club Bahia's sought-after Building 17 — Boca Ciega Bay stretching wide and unobstructed, sailboats drifting...

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$223
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to Out Front

Key Amenities

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

About this property

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

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Featured review

"Excellent stay !!"

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

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$281
avg per night
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. Upon entry, you will find the open...

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Featured review

"Perfect Property"

Our stay at Blue Lagoon was perfect. The condo was very clean and had absolutely had everything you needed. The beds were very comfortable. The private home pool was so relaxing and inviting.

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$241
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$310
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 26 miles to Siesta Key

Key Amenities

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

About this property

The condominium is in prestigious Lakewood National Golf Club and is fully furnished with a washer/dryer built in the unit for your convenience. 24/7 guarded Gated community with multiple pools within the community, tiki bar at the main pool. The condominium is on hole #10 of the Piper golf course and...

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Featured review

"April rental"

Ashoka’s condo was very a comfortable stay. Everything was very easy and the condo was well stocked with everything we needed from cooking to laundry. We would happily rent again if we return to Lakewood...

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$128
avg per night

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Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.7 miles to Siesta Key Beach

Key Amenities

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

About this property

**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...

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Featured review

"Beautiful and comfy"

5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...

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$386
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$121
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Bunche Beach

Key Amenities

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

About this property

Welcome to this spacious and professionally designed first-floor condo (1,674 sq. ft.) located in the sought-after Sanibel View gated community. Thoughtfully updated and beautifully furnished, this 2-bedroom + den residence lives like a 3-bedroom and offers the perfect blend of comfort, style, and location. The...

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$153
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Very comfortable 2nd floor unit with washer and dryer. Enjoy the tropical breeze and view from floor to ceiling sliding doors. The Master bedroom has a luxurious King size bed and the guest has a very comfortable Queen size bed with lovely beach decor.Bring your boat or rent one for a day as the...

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$259
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 8 people with the add-on of the sleeper sofas. 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 in both...

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$542
avg per night
Clearwater Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

*30 day minimum rental per condo association* 90 day minimum stay during winter. Relax in this beautiful gated community. Watch dolphins from your private balcony. Spacious one bedroom condo on the second floor (no elevator) with a fully equipped kitchen with granite countertops. Enjoy two living areas,...

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$103
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....

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$577
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Vacation rental close to the # 1 beach in the US - Siesta Key on the Gulf of Mexico (Sarasota)Siesta Key, awarded for its pristine, powdery white beaches and its azur blue waters is the perfect escape from everyday life.Whether you are looking for a perfect destination for your vacation, a romantic...

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Featured review

"Perfect"

We spent 18 days at the unit. The Unit is beautiful and clean. We enjoyed the location and hope to return next year.

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$164
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$114
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to Amalfi ShoreAmalfi Shore is a stunning vacation rental nestled in the heart of NE Cape Coral, in close proximity to Del Prado and Pine Island Road, only 10 min. from Downtown Fort Myers, 30 minutes to Fort Myers Beach and about 30 minutes to Florida International Airport. Here relaxation...

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$185
avg per night
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is July 19, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers...

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Featured review

"Stunning Views"

My husband and I had a wonderful month long stay at this lovely condo. The views were simply stunning from both the balcony that looks out at the Gulf or preparing a meal in the fully stocked kitchen with...

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$162
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms
1 review

Key Amenities

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

About this property

Just Beachy – Your Luxury Island Retreat on Anna Maria Island 128 49th Street Holmes Beach FL 34217 VRC21-000019 4 Bedrooms + nanny suite | 6 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub | This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighborsEscape...

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Featured review

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...

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$835
avg per night
Anna Maria Island Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....

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$316
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a perfect and affordable condo in Bonita Springs. 2 bedroom 2 full bath, one with shower, one with tub. Quiet neighborhood and close to I-75. Near Imperial Parkway for quick access to Naples or Estero. 1 mile from Bonita Beach Rd. and quick drive to beaches. 1st floor. Carport space plus extra...

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Featured review

"Really nice place for a reprieve from winter weather"

I am very happy with choosing this for our first winter after retiring. Laura was quick to respond to my inquiry and her upfront flat fee was easy. Laura came over on the same day that we had an issue with...

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$68
avg per night
New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottages boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$84
avg per night
Madeira Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

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

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.Welcome to our warm and welcoming Sea Breeze of Madeira condo which...

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Featured review

"Great Vacation Condo"

The condo was spacious, clean, & had an amazing view. Pool was great! Unfortunately, washer & dryer weren’t in the condo but on another floor of the complex. The beach was beautiful & pretty quiet. A...

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$241
avg per night
Englewood Condo
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...

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Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...

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$170
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Cape Coral

Key Amenities

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

About this property

License # RR-000050-2026Welcome to “The Happy Home” – Lakefront Living on Lake KennedyBright, spacious, and full of charm, The Happy Home offers beautiful 180° lake views from nearly every room. The open layout, high ceilings, and natural light create a relaxing atmosphere...

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Featured review

"Beautiful home"

My husband and myself stayed in this beautiful home on the water we swam in the pool during the day we sat on the dock at night whie we soaked in the water view . Restaurants are not far as well as shopping...

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$185
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also...

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Featured review

"Amazing Location"

Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything...

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$200
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...

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Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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$111
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Open the front doors and escape to pure relaxation at this serene vacation home, where rest and peace are at the heart of your stay. Nestled in a peaceful, coastal setting, this cozy retreat is designed to help you unwind from the moment you arrive. With a spacious, comfortable living area and smart...

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$265
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Palma Rosa is a 3-bedroom, 2-bath vacation home in the Palma Sola area of northwest Bradenton, Florida, with quick access to Anna Maria Island beaches, IMG Academy, Robinson Preserve, De Soto National Memorial, restaurants, shopping, and Gulf Coast attractions. The home sleeps up to 9 guests and centers...

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$255
avg per night
New
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Villa 512 at Siesta Sands offers a charming beachside retreat where comfort and simplicity take center stage. Light-filled and welcoming, this thoughtfully designed villa features an open layout and a breezy coastal style that makes it easy to settle in and start enjoying your stay. The kitchen and living...

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$333
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...

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Featured review

"Beautiful Home Beautiful Pool"

This home is only blocks from Vanderbilt Beach and minutes from Bonita Springs. The home and yard are beautifully decorated and kept. The heated pool is amazing to have for morning or evening swims. The...

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$443
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A beautifully renovated condo nestled along the bay, exuding coastal elegance at just $14,000/month in-season. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west...

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$270
avg per night
Indian Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

Penthouse condominium located in Indian Shores, Florida directly facing the Gulf of America with breath taking views of the Gulf. Watch dolphins play and swim, watch Pelicans fly by the balcony where you can almost touch them. Let the waves lull you to sleep at night in the master bedroom. You...

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Featured review

"I could get used to the Penthouse life!!!!"

Joe's condo is a great hideaway on Indian Shore's beautiful beaches. Perfectly located between Clearwater and St. Pete, and everything in between.The condo has a great layout and was extremely clean....

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$223
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 Sand By MeThis four bedroom and two bathroom villa situated in the highly desirable SW Cape offers great luxury and amenities. The home is centrally located to shops, restaurants and the Pelican Soccer Complex as well as Baseball Field and Parks. Enjoy the perfect set up for Florida living! This...

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Featured review

"Our Naples stay was near perfect."

We stayed at the Corrals on Celeste Dr. the a pool and hot tub were perfect. The grounds had several picnic areas and the facilities were very well kept.location was great for dining and going to all the...

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$157
avg per night
Treasure Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Tucked just across the street from the water, this ultra-private escape is the one for you if strolls in the park and waterside relaxation sound like your idea of paradise. It’s the only multi-story home within view, granting you views of Boca Ciega Bay from the second and third floors.From...

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$249
avg per night
Crystal River House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Fort Island Gulf Beach

Key Amenities

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

About this property

Designed for your relaxation, Whispering Oaks Retreat is the perfect blend of comfort and adventure. Wake up beneath century-old oaks, sipping your morning coffee in the screened patio where you can lounge, dine outdoors, or slip into the bubbling hot tub. (If you’re an early riser—or a night...

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$201
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Crosswind Cottage 312 A 61st Street, Holmes Beach, FL 34217 VRC19-000277 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | Elevator This home can park up to 3 vehicles Elevator Quiet hours at 10p-7a: please respect neighborsWelcome to Crosswind Cottage, a spacious island...

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Featured review

"Nice"

Very nice house, everything worked. Two things that were not so wonderful- The pool gets barely any sun coverage daily. There is NO easy way to walk to the ocean. Houses block off and no entry unless...

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$383
avg per night
Punta Gorda Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful condo in Punta Gorda is the perfect getaway for golf enthusiasts and anyone looking to relax in sunny southwest Florida. With its prime location, modern comforts, and outdoor amenities, it promises an unforgettable vacation experience.Welcome to Heritage Landing Golf and Country Club,...

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$204
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Come and enjoy our private family home, located directly on the Gulf of Mexico. Remodeled condo has a family room, dining room, washer /dryer and a full kitchen with granite counter tops, with beautiful views of the Gulf.You can also enjoy a panoramic view of the beach and bay from the open air rooftop,...

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Featured review

"You are REALLY going to love this place!"

I agree with VIcki W's review from last year. We almost don't want to share with anyone just how fantastic this place is. We want to make sure it is open for us to stay again. We have stayed at MANY places...

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$237
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience Your Private Slice of Southwest Florida ParadiseTucked away in the peaceful Palmetto Pines neighborhood of Cape Coral, this home is all about that true Southwest Florida lifestyle—sunshine, space, and effortless indoor-outdoor living. From the moment you arrive, you're greeted...

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$125
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms
76 reviews

Key Amenities

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

About this property

Luxury Coastal Retreat + Elevator + Complimentary Golf Cart | Serendipity DeuxWhere luxury meets effortless island living, you’ll find Serendipity Deux — a beautifully designed 4-bedroom retreat offering refined interiors, premium beach access, and an unbeatable Anna Maria Island location.From...

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$2,071
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with queen sleeper in the living room, upgraded baths, and a collection of movies on DVD and VCR. The stereo can play an iPod, CD’s, radio and even a cassette.Bring your boat...

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$259
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

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$199
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience luxury and relaxation at our newly built and fully furnished 4-bedroom house in beautiful Cape Coral, Florida. This stunning property boasts a prime waterfront location and an electric heated pool, making it the ideal vacation destination for families and couples alike. With its modern design...

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$162
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms
39 reviews

Key Amenities

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

About this property

Beachfront Luxury + Pool Deck + Complimentary Golf Cart | Cloud 9Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group...

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Featured review

"Paradise!"

This home was perfect for our family vacation- great views, clean, well stocked, we will definitely be back! Thank you!

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$2,105
avg per night
New
Siesta Key Villa
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the charm of Villa 54, a sophisticated 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant...

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$148
avg per night
Bradenton Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Family Tides” 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 the white sand beaches...

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Featured review

"Great Cottage"

What a fabulous little cottage for a weekend getaway with friends. The cottage was very clean, had everything you could possibly need, home wise and beach wise and a wonderful location. Happen to run into...

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$238
avg per night
New
Siesta Key Villa
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to the perfect beachside retreat at our charming and spacious two-bedroom condo on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting getaway is ideal for families, couples, or friends looking to relax in comfort and style. The condo features two...

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$160
avg per night
Nokomis Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Nokomis Beach

Key Amenities

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

About this property

Brand new luxury Townhouse available for annual or short term rental. This is a 3 bedroom 2,5 bathroom unit with lake view, one car garage and a private driveway. All bedrooms on the second floor are carpeted and have access to the laundry closet. The living are and the kitchen feature ceramic tile...

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Featured review

"Beautiful home in upscale community"

We stayed in this home for 3 months this past winter. It is a very roomy house with a nice screened lanai and large garage. We used the pickleball courts and pool almost everyday when we were not biking...

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$136
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...

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Featured review

"Excellent condo rental"

This condo at Heritage Pointe has all you need for a comfortable 2 months stay. There is a well equipped kitchen and a comfortable lounge with a large television, a sofa and two reclining chairs. The...

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$74
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 1 miles to Vanderbilt & Delnor Wiggins

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen at just $22,500/month in-season. Spanning the entire side of the building and exclusive to this unit, the terrace is perfect for entertaining...

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$577
avg per night
Bradenton Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...

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Featured review

"Beautiful Location"

Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.

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$237
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.