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Florida Gulf Coast Vacation Rentals

(3792 rentals)
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful 2-bedroom, 2-bath place that's perfect for couples or small families. What we love most about it is the incredible green space views from every window - it really feels like a peaceful retreat. The condo has everything you need: a fully equipped kitchen with new appliances, and both...

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Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 8 miles to Manasota Beach 16 minutes

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo-ground floor, 2 Bedrooms, 2 Bathrooms, Sleeps 4 w/lake, sun & golf course view. No pets and No smoking permitted. King in Master Bedroom and two twin beds in the guest room.We've enjoyed visiting Venice for many years and decided to purchase a beautiful golf course condo. The area...

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Featured review

"Perfect Venice Vacation"

Ibis Paradise is the perfect t spot for a sunny FL vacation.The condo is spotlessly cleana nd supplied with everything you need for a relaxing vacation. It is close to restaurants, shopping and a short...

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$160
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Distance to beach: 15 yards to Indian Rocks Gulf Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage B". Description and availability for " Cottage A" can be found...

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Featured review

"Excellent Vacation"

It was a pleasure communicating with Manny. He was quick with his responses and willing to answer all inquiries.Upon arriving, we met Manny in person. He gave us an overview of restaurants, businesses...

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$100
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

- heatable pool with screened lanai - beautiful view from the lanai over a small canal leading into the imperial river - Canoe, bicycles are included in rental - boatdock - kitchen with granite countertop and stainless steel appliances (microwave, oven, stove, toaster, dishwasher, coffee machine) -...

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Featured review

"Excellent location"

Enjoyed our stay here. Peace and quiet included. House was equipped with everything we needed and more.

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$229
avg per night
Pine Island House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into a truly unique stay! The Sunshine Dome is a charming, one-bedroom retreat built for couples or solo travelers who want to relax, recharge, and reconnect with nature.• A cozy bedroom + 1 bathroom — just right for two guests. • Washer & dryer for your convenience during...

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$79
avg per night

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Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Allegra has been newly renovated and furnished in 2012 and has room for six people with three bedrooms and two bathrooms. Also, the living and dining area, and a bright typical American kitchen are perfectly equipped.The most beautiful is the stay on the spacious pool terrace, which invites...

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Featured review

"Pleasant winter getaway"

We enjoyed our stay at the house. It was clean, comfortable and had many amenities to use. The pool was wonderful and the colorful lighting made it fun to swim at night. The only downside was the television...

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$136
avg per night
New
Clearwater Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 50 yards to Sand Key

Key Amenities

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

About this property

This cozy and comfortable Sand Key studio condo is directly located on the beach. Bathroom is Newly Remodeled in 2024 with luxury shower! Kitchen has been remodeled in past few years.At this turn-key studio condo on Sand Key beach, you can awaken to the sound of the waves rolling in as you enjoy your...

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$113
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Be the first to enjoy this brand-new, first floor, professionally decorated condo, which faces all the luxurious amenities at The National Golf & Country Club! Walk across to taste the delicious restaurants, participate in sporting activities, and visit the pool and spa to start the day! Decide to...

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$193
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Situated within Pelican Point Golf and Country Club this private single-family home offers the ultimate, luxurious golf destination for golf enthusiasts, home-like environment for business travelers, and everyday vacation for all. The home has an open kitchen with cozy breakfast area, an open living/dining...

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Featured review

"A beautiful oasis in Venice"

We absolutely loved our stay at this beautiful home in Venice, Florida! Everything in the house is brand new, spotless, and very inviting. The spacious kitchen was a dream with its huge island and top-quality...

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$168
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover relaxed resort living in this beautifully designed 2-bedroom, 2-bath coastal villa, ideally located near Naples’ world-famous beaches, shopping, and dining. Enjoy the best of comfort and convenience in this thoughtfully appointed home-away-from-home. Step inside to a bright, open layout...

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Featured review

"Couldn't ask for more"

Beautiful home, furnished with everything you need. All the pans and gadgets, chairs and umbrella for the beach, beach towels, games and puzzles that you could want. Very helpful and easy to contact. Highly...

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$110
avg per night
Ave Maria House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Absolutely breathtaking and beautifully furnished Roosevelt model offering 3 bedrooms plus a den and 3 full bathrooms. This stunning home features 2,341 square feet of thoughtfully designed indoor living space, carefully decorated with relaxation and comfort in mind. The custom-designed kitchen boasts...

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$200
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new 3bd/3ba townhome in the gated Timber Creek community. This townhouse boasts over 1900 sq. ft of living space. Timber Creek amenities include 3 pools, pool bar/restaurant, gym, gymnasium, arcade, pickleball and much more. Exact address is 14190 Gardners Way Ft. Myers, FL. Timber Creek has...

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Featured review

"Perfect location, well-furnished and full of amenities"

We stayed at this Timber Creek home for a month while waiting to close on our new house, and it was exactly what we needed. The home was beautifully furnished, spotless, and incredibly well maintained....

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$136
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tastefully renovated 2nd floor unit with great beach/gulf views. Fully equipped & furnished kitchen with granite countertops. Beach chairs, umbrella, beach wagon, coolers, linens, towels - everything you need for a great time in sunny Marco Island. Master BR has a beautiful view of the gulf and...

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$157
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Flamingo Fling by Coastal Chic Vacations!- Steps to Anna Maria Island's white sandy beaches - Private heated pool - Hot tub - Private putting green - 4 spacious bedrooms & 3 bathrooms - Ground level home - Close proximity to local dining, grocery store, shops... - Beach...

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$615
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just reduced to $3000 a month in season - Available for the full 2026 season or off-season, this turnkey-furnished 2-bedroom, 2-bath corner unit is move-in ready and beautifully updated. Enjoy brand-new, comfortable furnishings, new luxury vinyl plank flooring, and new appliances, along with updated bathrooms—all...

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$100
avg per night
New
Venice House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to our new house in Venice, Florida! It’s beautiful single-story home with a spacious layout and a charming coastal modern design. Located just minutes from the beautiful beaches, historic downtown Venice, golf courses, Shamrock Nature Park, Legacy Trail, dining, shopping, and kayaking,...

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$388
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 3 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fantastic villa is close to the beach in a quiet community Woods Edge in Bonita Springs, west of the 41. In just a few minutes you can reach the beautiful beaches of Bonita Beach or Barefoot Beach, which are only 3 miles away with the bikes (free of charge). Restaurants and shops are also nearby. ...

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Featured review

"Family-friendly House"

This house was in Bonita Springs, with many restaurants, stores and beaches nearby... House is very large with a very nice pool and chairs to sit around! Sleeps quite a few people with large bedrooms and...

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$196
avg per night
Longboat Key House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Looking for a month vacation in warm sunny Florida in a home where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side with amazing views. Condo is beautiful and recently...

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$470
avg per night
Venice Villa
Sleeps 2, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

PLEASE REVIEW MONTHLY PRICING BEFORE INQUIRING. Welcome to the gated community, The Preserve At West Villages in Wellen Park! Just bring your suitcase and enjoy yourselves while staying in our single level 2 bedroom, 2 bath villa with split floor plan and den. You will feel relaxed and at home in this...

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Featured review

"Perfection!"

This retreat is a piece of paradise, the accommodations are cozy and comfortable.The open concept and lanai are spacious. The king size master suite is a bonus.The owners thought of everything...

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$110
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning Canal-Front Retreat. Welcome to your dream Florida getaway. This completely renovated waterfront retreat sits on a beautifully landscaped tip lot with nearly 280 feet of Gulf-access frontage, offering sweeping intersecting canal views from almost every room. Designed with both relaxation and...

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$375
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Feel your worries melt away the moment you enter this charming Florida abode. With the sand and surf of Redington Shores Beach right outside your back door, this 2-bedroom, 2-bath vacation rental is the perfect place to reset, relax, and unplug. After enjoying a morning stroll along the water, shop the...

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$213
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$273
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...

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Featured review

"Like your home away from home"

This was our second year staying here. It's like a Goldilocks house...Not too big, not too small, it's just right! Like a favorite pair of slippers, it truly feel like home. It is very close to beaches...

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$205
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for the 2025 Off-Season starting May through November with TPC Golf transfer! PET FRIENDLY! Turnkey furnished Napoli Coach Home, 1883 sq. ft. beauty with a 2-car garage and a gorgeous lake view. First-floor end unit with 3 bedrooms, 2 baths, golf included for tenants on the TPC Championship...

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$133
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

PRIME Location! 60 Steps to PRIVATE BEACH and dogs allowed at this rental! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen...

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$417
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Visitors to Southwest Florida often choose Cape Coral to be the central hub for their vacation and this home will help you understand why! Located in desirable SW Cape, the home features a picturesque dock along on a freshwater...

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$142
avg per night
New
St. Pete Beach House
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy partial beach views and tropical surroundings from your private balcony, angled northwest toward the shimmering Gulf. This charming one-bedroom suite blends coastal comfort with a prime location in walkable St. Pete Beach. Inside the Condo Relax and recharge in: - One-bedroom layout with two...

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$218
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Crescent Beach Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 2 bedroom/2 bath end unit villa is located in a tropical village setting. Enjoy all the amenities on site and its surrounding area. Close to Westfield Sarasota Square, Siesta Key, Casey Key along with many bars/restaurants/golf. Villa is 4 miles to Siesta Key (Crescent Beach).

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$157
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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Featured review

"Nice view, nice amenities"

The location being on the south end of estero is quiet and convenient to Bonita beach and Naples. The unit was clean and had all of the necessities. You can walk to lovers key beach but is about a mile....

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$152
avg per night
Marco Island Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

This stunning oceanfront condo at the sought-after Tradewinds Condominium is the perfect vacation retreat. With very few oceanfront, direct beach access condos on the island, this is your chance to experience luxury living by the Gulf. Our recently renovated condo is designed to provide a high standard...

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

Key Amenities

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

About this property

Welcome to your Gulfside, bohemian escape! Serendipity Gulf’s minimalistic, peaceful approach to decor strips away all the unnecessary to leave you with a serene oasis out to the beach that lies just beyond the back door. The clean, white decor within the home leaves plenty of opportunity for your...

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$1,500
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 6 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your beautiful private and idyllic tranquility oasis in Naples on the Gulf. Your holiday villa offers everything you need to enjoy a peaceful and relaxing holiday. Let yourself be fascinated by the beautiful private tropical garden and enjoy your spacious outdoor area with a pool, whether it's...

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Featured review

"Excellent property"

We spent 2 weeks at this home and were very satisfied. The house was spotless, well stocked, and located in a quiet neighborhood. The pool was very private and excellent chairs and dining area was provided....

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$221
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning OCTOBER 1, 2025.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil...

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Featured review

"Home Away From Home"

The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return

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$184
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
avg per night
Estero Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

Welcome to 19573 Hinkley Dr, located in the sought-after gated community of Verdana Village . This pet-friendly Magnolia model villa offers 3 bedrooms, 2 bathrooms, 1,417 sq. ft. of living space, and a 2-car garage, all designed for both comfort and style. Inside, you'll find a bright, open-concept...

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$86
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

If you are looking for an amazing vacation house with good location, close to amusement parks and a lot of recreational options, Villa Hidden Pearl is for you!Affordable Luxury for your vacation in Cape Coral!You can enjoy this wonderful home in South West Florida for a great price.Don`t...

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$283
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new Condo fully furnished and decorated in Heritage Landing Golf community with a beautiful view from the lanai overlooking the preserve It has 2 bedrooms, 2 full baths, laundry, spacious living and dining area and back fully screened lanai. Rental includes one covered parking space (additional...

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$104
avg per night
New
Hernando Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The primary bedroom has a comfy king bed, walk-in closet and full bath. This large area has plenty of room for the work station with the 32 inch curved external monitor, overlooking the community pool. The guest bedroom has a king bed and a full bath. This guest room and bath can be separated for privacy...

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$103
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 2nd floor luxury beachfront condo is updated with designer furniture and furnishings. Fully restocked kitchen with granite countertops and stainless steel appliances. 3 bedroom/3 bath direct beach and pool views from either of the two balconies. Access to small workout room. Washer/Dryer in unit...

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$890
avg per night
South Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Yes, you CAN have it all! Splash in the clear blue Gulf waters at Manasota Beach. Come home to your private heated pool inside the screened lanai. Cook dinner in your fully equipped kitchen overlooking the pool and enjoy dinner at sunset on your lanai with dining table. Our vacation home is close to...

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$368
avg per night
Anna Maria Island Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The Blue Haven by Beach Retreats Vacation Rentals 322 64th Street Holmes Beach, Anna Maria Island VRC25-000096 2 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Pool This home can park up to 2 vehicles Quiet hours at 10p-7a: please respect neighbors Please note: The pool technician will need to...

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Featured review

"Wonderful stay!"

This was our first time on Anna Maria and we loved it. Beautiful home. Fully equipped, everything seemed new and updated. Small pool but really nice set up with great outdoor furniture, grill. The beds...

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$337
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Gulf

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A new TOP FLOOR END UNIT condo in the new and exciting community of Wellen Park Golf and Country Club, featuring stunning views that includes sweeping vistas of the golf course, a large lake view, and a view of the protected bird sanctuary. GOLF MEMBERSHIP is included with this unit, and the amenities,...

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Featured review

"Beautiful, Peaceful Retreat"

This 4th floor condo is amazing! It is private and peaceful. The views from the lanai are everything you’d want - watch the birds flying in the protected area and overlook the golf course and water driving...

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$133
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

2/2 waterfront condo located on the Isle of Capri across from John’s Pass on beautiful Treasure Island. Tranquility at its best while relaxing in luxury watching the boats, dolphins and manatees pass. Fully furnished, completely remodeled, parking, dishwasher and laundry. 28 miles from Tampa...

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$223
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones and need baby gear ready and waiting for you? Are you ready to trade your everyday routine for an unforgettable island escape?If this sounds like you, we’d love to welcome...

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$628
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$250
avg per night
New
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Important Notice: Pool and pool deck closure beginning May 4th for approximately one month. The pool will not be available during this time frame.Madeira Norte #412 – Fully Remodeled Gulf-Front Luxury Welcome to Madeira Norte #412, a beautifully remodeled in 2025 Gulf-front condo offering...

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$330
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Steps away from the beautiful pool and clubhouse, this first floor, 2 bed, 2 bath condo is fully stocked, fully furnished and well appointed. Enjoy entertaining family and friends on warm nights on the screened-in lanai under the ceiling fan or in the cool central air of the spacious living room. New...

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$120
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to our guest friendly condo located on the 2nd floor in the Bay Shores Yacht & Tennis Club on the Intracoastal Waterway of Indian Shores, with short ( 2-3 minutes ) walking distance to the beach. Access to the unit is very convenient by using elevator or by waking a few stairs from the parking...

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Featured review

"Very cozy beach condo"

Perfect location! 2 minutes walk to the beach or restaurants. Fantastic view. Great communication with the owner. Highly recommended.

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$227
avg per night
Clearwater Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

Looking to relocate? Long stay for vacay? Corporate housing inquiries also welcomed! Renovated waterfront condo awaits you with HUGE 1,140 sf living spacious comfort: 2 huge BRs each with walk-in closet and KING bed, 2 baths, 24 hr manned gated community; gorgeous heated pool; fitness; tennis; waterfront...

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Featured review

"Amazing condo and wonderful landlord!"

First the condo/facilities are like a 5 star resort. Everything is so well kept - beautiful entry, grand club houses that are fit for Cesar’s Palace, the pool, hot tub, 24 hr fitness center and other...

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$147
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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.