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Florida Gulf Coast Vacation Rentals

(3918 rentals)
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 5630 Riverside Dr Cape Coral, FL, 33904, US LICENCE NO: tba BUILT IN: 1987 LAST RENOVATED: 2026 (completely refurnished) MAIN FEATURES: Pool (electronically heated) Gulf access (3 min!) + boat lift Close to the...

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$192
avg per night
Indian Rocks Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

Imagine waking up to a stunning ocean view from our large balcony, with sliding doors that open up to the living room and master bedroom! Plus, you’ll have easy access to the master bedroom balcony, which is a highlight compared to others. Check out the pictures of our condo to see it in action.Just...

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Featured review

"Vacation mode was activated instantly on arrival."

Had an amazing stay in this beautiful Condo. The view of beach and the chorus of waves greets you as you enter. Everything you need for a relaxing stay is provided. Beds are comfortable, kitchen equipped...

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$357
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
24 reviews

Key Amenities

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

About this property

Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. There are only 4 units in the complex so to pool is "semi private".This beautiful unit sleeps six with a king...

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Featured review

"Wunderschöne Wohnung"

Wir haben eine Woche in der Wohnung auf Anna Maria Island verbracht. Es war traumhaft schön. Die Wohnung ist sehr gut ausgestattet: vom Eiswürfelspender bis zur Waschmaschine, vom Strandwegen mit Stühlen...

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$235
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 0.5 miles to Treasure Island or St. Pete's Beach

Key Amenities

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

About this property

Picture waking up to a stunning Gulf View from your Beachfront Luxury Unit! From the 6th floor (top middle) of Sunset Vistas, you’ll be treated to breathtaking views of the big beach side, all thanks to its southwest exposure.This two-bedroom, two-bath condo can sleep up to six people and boasts...

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Featured review

"Nice place"

We have rented from Rick and Charlotte in the past at the reef club. This was our first visit to Sunset Vistas. very nice location. The room accommodations and view from the balcony were excellent. we highly...

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$288
avg per night
New
St. Petersburg House
Sleeps 1, 0 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Private room with 1 bathroom, queen bed, private area, big kitchen (shared), living room, pool table, patio barbecue, jacuzzi, laundry, private parking, all services included plus cable and internet. 2-month or 3-month contract. 15 minutes away from Madeira Beach.

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$40
avg per night

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This beautiful first floor condo with no stairs is ready for a monthly rental and it is situated within the beautiful RESORT style community of Paseo. The admired San Clemente Flat floor plan sits where you will have beautiful scenic views of the lake as you sit on either of the two lovely lanais'....

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Featured review

"An exceptional place."

The layout is ideal. Large center living room, dining room and kitchen. Bedrooms off to either side of the center. TVs in bedrooms. Bathrooms off bedrooms. Double car garage, bikes, grill, floats for...

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$147
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Sunrise to Sunset. This direct beachfront Penthouse is a corner unit with wrap around balcony. You'll have front row seats to both amazing sunsets over the Gulf beach and sunrises over the Intracoastal Waterway. The living room features a wide sliding glass door to private balcony and extra windows...

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$270
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Smuggler’s Cove Resort is a family friendly timeshare property that offers studio and one-bedroom units. PLEASE INQUIRE AS TO AVAILABILITY OF UNIT TYPE, AS WE ARE UNABLE TO DELINEATE ON WEBSITE, THANKS! Each studio unit sleeps two with a queen-size bed and has a full kitchen. One-bedroom units sleep...

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Featured review

"Great place to stay"

We recently stayed in one of the bay side units for vacation. This place is the best of both worlds. We had a view of water from our balcony but the private beach for the ocean was right across the road....

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$178
avg per night
Clearwater House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Urban Escape: Artificial Beach with Volleyball Pit with Heated Pool newly added.Private paradise nestled in expansive backyard! Public beaches 20 minutes away.This exceptional Clearwater retreat offers an unparalleled vacation experience with pool, beach volleyball pit, lounge chairs, hammocks,...

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$211
avg per night
Siesta Key Apartment
Sleeps 2, 1 bedroom, 1 bathroom
27 reviews

Key Amenities

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

About this property

We are a small family owned resort on Siesta Key offering daily rentals Villa 4 is newly renovated Featuring 1 King bedroom, Large shower in bathroom, Large Smart TV in the Living Room, Sofa and Table and Chairs. A/C, Kitchenette with Fridge Freezer, Pop Up Toaster. Coffee Maker, K Cup, Single...

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$191
avg per night
Naples Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
9 reviews

Key Amenities

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

About this property

Prime location in North Naples – 12 minutes to Vanderbilt Beach, exclusive Mercato shopping/dining/entertainment area; 5 minutes to Founders Square shops and close to I-75 and many top-rated golf courses. Enjoy ground floor living and all Naples has to offer in this new, bright, 2-story end unit...

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Featured review

"Great Condo Rental in Naples!"

This 3 bedroom condo in Naples was perfect for our month long stay in Naples, Florida! The location was great and fit all of our needs. We needed to work while we were there and worked out perfectly for...

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$225
avg per night
Marco Island House
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Beautifully updated one bedroom one bath 4th-floor unit with partial water views of the Marco River. Enjoy the view of the pool and bay from the screened lanai as you sip a cup of your favorite beverage. This pristine unit offers a stylish coastal décor in neutrals and blues. The kitchen has granite...

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Featured review

"Christmas break vacation"

We really enjoyed our stay. A very nice condo to stay at. Very clean. Loved that there was a TV in the bedroom too. The balcony was nice. Lots of sitting area. Kitchen had everything you needed. Did a lot...

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$140
avg per night
Palm Harbor House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
19 reviews

Key Amenities

  • Private pool
  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you the East Lake Gem on the Green.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us...

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Featured review

"Amazing Stay!"

The location was amazing, the house was amazing! Fantastic Vacation!!!!!! Would recommend to anyone.

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$272
avg per night
Marco Island Villa
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Live in Luxury; Walk to beach, shops, movie theater dining and more. Located at the sought-after south end of Marco, this gorgeous 3 bedroom plus den, 2.5 bathroom Villa is just .5 miles to the south public beach access. The shallow waters of Paradise Coast provide world-class shelling and shallow water...

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$343
avg per night
Anna Maria Island Cottage
Sleeps 4, 1 bedroom, 1 bathroom
32 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 4 has garden views and is just a few steps to the beach.It features 1 bedroom with king size...

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$222
avg per night
Largo House
Sleeps 11, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome home! We have put lots of love to make this home the best version of what we would want in a vacation home. The home is completely updated and centrally located to allow you to enjoy multiple beaches during your vacation. It is only a 5 minute drive to Indian rocks beach, 13 min to Clearwater...

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$274
avg per night
Clearwater Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 0.2 miles to Clearwater Beach

Key Amenities

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

About this property

Free coffee. See Manatees and Dolphins on the bayside during the season.Enjoy Clearwater Beach's most Unique Luxury Waterfront Property. Sun West Palms is a 10-unit, luxury condominium 100 yards from the white sands and blue-green waters of world-famous Clearwater Beach. Restaurants, attractions,...

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Featured review

"Spectacular!!!"

Perfect location for our home base for our wedding week. We had guests stay at residence inn which is 2 blocks away. We dined at Frenchy's, CoCo's and Crabbys, All great food and drinks! When we didnt...

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$380
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...

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$168
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

I have this 3-bedroom, 2 bath corner unit condo AVAIALBLE at HERITAGE LANDING FOR the UPCOMING 2026-2027 SEASON.High season (January, February and March) is $5750 plus 12% tax per month. Rates for December and other months are less. Check rate page for costs or call for details, etc.Beautiful,...

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Featured review

"Great condo"

We would recommend this condo. Nice layout, very new, clean and quiet. Also, gym and pickleball and golf cours care great.

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$111
avg per night
Port Charlotte House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com.Situated in the heart of Port Charlotte, our 2-bedroom, 2-bathroom (sleeps 6) waterfront vacation rental is your gateway to adventure and relaxation. Discover the beauty of the water with activities like kayaking and boating. Nearby...

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$162
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Key Amenities

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

About this property

My ground floor rental is directly on the beach on the Gulf of Mexico, with incredible views and sunsets!The lanai has a back door directly out to the Beach. The front of my unit faces the Lagoon where we have a FREE DOCK for your boat or other water craft. (So you have water views in both directions)!...

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Featured review

"Amazing vacation!!"

Carrie is amazing to work with, she has a beautiful rental and in an excellent location. You have the beach, paddle boarding and kayaking behind, this place is a bit of heaven on earth. We love it and keep...

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$308
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Beach Access 45th St

Key Amenities

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

About this property

Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217MANATEE WATCH - A marvelous waterfront 3 bedroom/ 2 bath home just a short walk away from an astonishing white sand beach. Heated pool, hot tub and a spacious dock with beautiful views of the canal. Many months each year you can watch...

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$589
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The Friendly Pelican – Pool, Hot Tub & Family Fun in Sunny Cape CoralWelcome to The Friendly Pelican, your tropical retreat in beautiful Cape Coral! Designed with families and groups in mind, this spacious 4-bedroom, 3-bath home offers everything you need for the perfect Southwest Florida...

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$258
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Immaculate beautiful upscale Tommy Bahama décor three bedroom, two bath very private end unit condo. This 2004 fully equipped condo boasts a beautiful tray ceiling and has been totally remodeled including:• Entire condo re-painted with custom paint colors • Newly remodeled kitchen...

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$140
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Fort Myers Beach

Key Amenities

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

About this property

Your vacation home has two bedrooms, each with a king sized bed, as well as a den, and 2 baths. It also has vaulted ceilings and a lanai overlooking a lake--a nice way to complement your morning cup of coffee. It's a second floor unit so it's up safe and high.All utilities are included...

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Featured review

"Bright, comfortable unit"

This condo is in a very quiet but convenient location that offers quick access to the beach, shopping and dining. The owner provides everything needed for a comfortable stay. Parker Lakes is a friendly...

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$134
avg per night
Seminole House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to refined coastal living at this stunning waterfront residence ideally situated just minutes from the white sands of Madeira Beach. Thoughtfully designed for comfort and relaxation, this beautifully maintained home features three spacious bedrooms, two elegant bathrooms, and a private two-car...

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$355
avg per night
Longboat Key Apartment
Sleeps 6, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection.Each with the Zilli touch of amazing view, decor, (not typical...

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Featured review

"Amazing sunsets!"

This condo is absolutely beautiful! We had everything we needed and more! The condo is so roomy and very comfortable. And the views are breathtaking. The owner is amazing, with great communication and...

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$329
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Located in the newest Condo communities of the Landings Yacht, Golf, Tennis & Marina resort. This is a furnished, beautiful, end unit on the 2nd floor with elevator access and a private garage parking space.All new space. Enjoy a special community of active people enjoying a tropical paradise....

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$183
avg per night
St. James City Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our SEASIDE VILLA DESTIN is idyllically located on Pine Island, which is situated in front of Cape Coral. Especially for boat lovers the villa is the perfect vacation domicile. The house is a single house, not a duplex.The way to the Gulf of Mexico is really not far and you can explore many beautiful...

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Featured review

"nice house"

nice house. we also rented the boat; this was a big plus. the house is advertised with pictures of the case. but the case is gone because of the huricane Ian. that makes that you can not sit outside...

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$170
avg per night
Bradenton House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to "Casa Spoonbill"—a stylish 3-bedroom, 2-bath waterfront retreat featuring a private pool (heated during winter months), canal-front dock, and direct Gulf access. Just 2 miles from the sugar-sand beaches of Anna Maria Island and minutes from kayaking the scenic waterways of Robinson...

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$368
avg per night
Anna Maria Island Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to "Blue Skies" at Bradenton Beach Club!Discover your perfect getaway in this beautifully updated three-bedroom, two-bath condo, designed for families and friends looking to unwind in style. With coastal decor and modern furnishings, you’ll feel right at home from the moment...

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Featured review

"Perfection"

We absolutely loved Blue Skies at Bradenton Beach! The location was perfect, the condo was spacious and it had everything we needed. We loved the storage closet in the parking area, this made trips to and...

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$211
avg per night
Marco Island House
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful 2 story five bedroom home with breathtaking views of the Marco River. Take a refreshing dip in the oversized heated pool or spa within the large screened lanai. The Great Room features leather sofa and love seat as well as 3 arm chairs, and a large screened TV. The Dining Area is furnished with...

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Featured review

"Family Christmas"

This was our first time to Marco Island. The house was absolutely amazing! It was stocked with everything we needed and more! We hosted a family Christmas dinner for 10, with ease. The beds were comfortable...

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$632
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Modern,sleek and chic are only a few words to describe this beautiful 3 bedroom 2 bath pool home . Perfect getaway for couples and families alike as this home is close to Mackle Park with amenities such as a kids zone spray area, soccer fields, basketball courts as well as a a bike/walking path surrounding...

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$418
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. Be one of the first to stay in this cozy, coastal cabana vacation rental in Venice, FL located just ten minutes from the beach.The home has been equipped...

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Featured review

"It was worth what we paid for"

Nice house, nice neighborhood, all amenities were in working order. The mattresses were very firm but I’m a soft mattress kind of person. So the beds were hard for me but could be great for someone else....

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$87
avg per night
New
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Sailfish Nest A, a beautifully remodeled 2-bedroom, 2-bath duplex located in the heart of Holmes Beach—just a short stroll from the pristine white sands of Anna Maria Island.Step inside to discover a thoughtfully designed, open-concept living space with all-new furnishings. Relax...

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$311
avg per night
Anna Maria Island Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms
27 reviews

Key Amenities

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

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the...

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Featured review

"Little piece of Heaven on Earth!"

We are so fortunate, and grateful, that we had the opportunity to stay at The Walker Family Cottage. I definitely have to say that the pictures online do not do it justice. The location is absolute paradise,...

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$242
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully renovated 2-bedroom, 2-bathroom villa (approx. 1,500 sq. ft.) in the spacious gated community of Imperial Golf Estates, Naples. Freshly painted inside and out. Each bedroom offers a private ensuite bath and a king bed (one can be converted into two twin beds for flexibility).The home features...

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$158
avg per night
Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com."Sunset Serenity"Once upon a time in the coastal neighborhood of South Gulf Cove, there stood a remarkable residence known as "Sunset Serenity." Nestled amidst a vibrant neighborhood, this enchanting 3100...

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$239
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 0.0 miles to Longboat Key Beach - Condo is on the beach!

Key Amenities

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

About this property

The Beachcomber building and heated pool are located directly on the white sandy beach of Longboat Key! Suite 501 has an island view of Longboat Key with a partial view of Sarasota Bay from the 5th floor. Unit 501 is located ten steps to the elevator and 10 steps to the heated pool located directly on...

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Featured review

"Great vacation"

Great location and staff,very clean and comfortable.Being on beach store was across street.Very quite at night so glad we didn't stay at Anna Marie Island to busy.Staff very professional, getting back to...

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$237
avg per night
Rotonda West Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to our spacious, fully air-conditioned villa — your perfect home away from home in beautiful Rotonda West. Comfortably accommodating up to 6 guests, the villa features 4 bedrooms, including two master suites (one with a king bed and one with a queen), plus two twin bedrooms that share a...

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Featured review

"Tranquility Villa - stands up for itself!"

What a wonderful villa! So comfortable and tranquil, just like its namesake! Overlooking the lake at the back we had masses of black whistling ducks all day long (cost us a fortune in Walmart bird seed...

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$173
avg per night
Marco Island House
Sleeps 10, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Roomy 4-bedroom, open-concept home perfect for your Marco Island vacation experience. High ceilings, lots of light, oversized kitchen island, and indoor/outdoor living at its best. Screened pool with ample lounge area and dining seating, an outdoor patio, and a large dock cater to all interests and activities....

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Featured review

"As advertised!"

House was nice, clean and as advertised! Well stocked kitchen and pool toys. Kayaks were awesome but we were disappointed to not have bikes available. We also learned keyless entry is a must for our group...

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$380
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
27 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully Updated 2-Bedroom, 2-Bathroom Condo at Holiday Villas IIWelcome to Holiday Villas II, a beloved beachfront retreat located on the peaceful sands of Indian Shores. This well-maintained complex offers fantastic amenities, including a large heated pool, spacious sun deck with loungers and...

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$139
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

MAR and APR 2026 are NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE TO BEACH...

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Featured review

"Great house with heated pool!"

We started out the month with a few problems at the house. AC compressor went out, ice machine was broken, and pool heat had to be turned off. Shane was excellent to work with, getting everything taken...

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$213
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design enhances your vacation. The search for a perfect getaway with an abundance of amenities, all conveniently located near fantastic dining, entertainment, beautiful beaches, and more, ends here.The...

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Featured review

"Siesta Key vacation"

My husband and I rented in Siesta Key for the first time this year. We were pleasantly surprised by the beautiful beach and the area. We rented at Bay Oaks along Midnight Pass Road. The location was perfect...

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$255
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$150
avg per night
Largo House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Bring the whole family to this spacious 4-bedroom, 3-bath home, just 4 miles from beautiful Indian Rocks Beach! Enjoy a private, fully fenced backyard, a 2-car garage, and plenty of room to relax. This pet-friendly home is within walking distance of John S. Taylor Park and the Pinellas Trail, offering...

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$219
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

Waterfront Pool Home – Walk to Siesta Key Village & BeachPrime Siesta Key LocationWelcome to your private island getaway in the heart of Siesta Key.Located on a quiet waterfront street just steps from Siesta Key Village and a short walk to the world-famous white sand beaches, this...

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Featured review

"Siesta Key home"

This home is in one of the best locations on Siesta Key. It’s a little bit older style of a beach house beds were comfortable outside furniture and inside furniture could use some updating. I think they’re...

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$295
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 50 feet to Indian Shores

Key Amenities

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

About this property

)My condominium is a direct ocean front three bedroom two bathroom with no obstructions and is located on the sixth floor. Easy convenient minivan rental is also available at tampa airport or Clearwater/Saint Petersburg. I also own two other similar condos such as these. Our Mini vans economical, seat...

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Featured review

"Excellent rental - we will definitely be back!"

Excellent vacation condo rental. Owner was exceptional to work with and very easy booking. He kept in touch with us and offered help if we needed anything. We had no complaints, enjoyed our week! ...

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$224
avg per night
Cape Coral Villa
Sleeps 10, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Apricacium is situated in an attractive neighborhood providing quick boating access to the Gulf of Mexico without any bridges or locks - direct sailboat access.The 5th bedroom is a tower-suite that is not connected to the living area. Enjoy this suite on the second floor with en-suite bathroom and...

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Featured review

"Good"

GOOD site internet GOOD rentals GOOD home GOOD holidays GOOD price fffffffffffffffffffffffffffffffffffffffffffffffffffffffff

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$554
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate lanais. You can enjoy the sun and...

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Featured review

"Unit 270"

We had a good visit Paul the owner was very responsive Called him on 1-2 minor issues and He responded within 1-2 hrs

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$116
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.