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Florida Gulf Coast Vacation Rentals

(3721 rentals)
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
32 reviews

Key Amenities

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

About this property

Experience the Ultimate Florida Vacation at Sand Dollar #308Welcome to Sand Dollar #308 in beautiful Indian Shores, where your dream Florida getaway becomes reality. This stunning 3-bedroom, 2-bath beachfront condo offers breathtaking Gulf views, upscale comfort, and resort-style amenitiesStep...

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$472
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This amazing condo offers a Gourmet Kitchen and island. Granite counter tops, high ceilings and stainless steel appliances (including super quiet Bosch dishwasher and French door refrigerator with two ice-makers).Removed and replaced all forty year old Duct-work with brand new Flex Duct-work for improved...

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$366
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen is a spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a...

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$299
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

ground level on 2 story building parking right out front.unit has new kitchen and appliances 2 bedrooms with king beds and a pullout in living room,furniture is only about a year old has 2 pools that have been just renovated along with pickleball courts and small gym in clubhouse.friendly gated community...

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Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Just look off your balcony, steps away

Key Amenities

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

About this property

Beach Renourishment ONGOINGWelcome to Paradise. This magnificent 3-bedroom, 2-bathroom, 1235 square foot, family-friendly condo is the ultimate vacation destination located directly on Pinellas County’s Gulf Coast & World Famous pristine white sugar sand beaches. This home is located in...

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Featured review

"Beautiful place to stay!"

this was our eighth year at Sand Castle 2. The condo we stayed in was super handy with the spiral staircase to the pool and the condo itself was beautiful and very comfortable. Our 13 yo twin grandkids...

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$410
avg per night

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Sarasota Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 11 miles to Siesta Key Beach

Key Amenities

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

About this property

Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...

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Featured review

"New, Comfortable Townhouse"

We had a very relaxing stay at this brand new, super clean, comfortable townhouse. Our host was so understanding to help accommodate my husband and I at the last minute! Since this was a new rental, there...

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$128
avg per night
Anna Maria Island Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Mermaid Manor — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper level...

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$366
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PLEASE do NOT call but send an email!!!Luxurious 2-story vacation home on the Caloosahatchee River** direct Gulf access** fantastic waterviews** sometimes there are dolphins and manatees right at the dock** oversized and electrically heated pool** second story with two balconies, one facing west,...

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Featured review

"Villa Grace"

Everything was perfect. The villa was amazing and well prepared and equipped. The location was quiet and not to far away from the beaches.

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$441
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your spacious Florida escape. This beautifully furnished 3-bedroom, 2-bath pool home with a 2-car garage offers 1,762 square feet of bright, open living space and an exceptional indoor-outdoor lifestyle.Vaulted ceilings and an open-concept layout create an airy feel throughout the main...

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$170
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Currently there is no cage at Villa the Diamond - new cage will be installed at the beginning of August 2023.Important: New base price includes 4 adults and each additional person will be charged $55.00 per night!This huge, newly built villa is situated in the Rosegarden District. Marinas Tarpon...

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$718
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white sandy beaches.The spacious living area is perfect for relaxing after a day at the beach, with comfortable seating and a large flat-screen TV. The kitchen is fully equipped with everything...

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Featured review

"Fabulous on beach condo"

This 3 bedroom, 2 bath condo in Holmes Beach was a fabulous place for our vacation of 6 retirees. From the spacious living area, open kitchen, sunny lanai, pool and good size bedrooms to being located...

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$483
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Pool

About this property

All New - A Penthouse in the Sky !!It's all about location and VIEW!!! Enjoy a stellar vista of the beach and Gulf from this clean and bright coastal living 2 bedroom 2 bath Penthouse in South Seas Northwest Tower 3!! Our condo rests in the highly desirable southwest corner of the tower, most...

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Featured review

"Gorgeous Condo with Great Views"

Beautifully remodeled with wraparound views. We enjoyed sunrises and sunsets from this state of the art penthouse condo. The electric shades are a very nice feature. The master suite is exquisite.

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$377
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bring your family to the modern 3BR 2Bath home in a friendly and tranquil North Porth, FL, and enjoy an unforgettable vacation with your loved ones. Explore nearby beaches and attractions from this prime location. Once you are done sightseeing, retreat to the fantastic home whose rich amenity list will...

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Featured review

"Amazing House with pool in North Port"

The location was great in a nice quiet neighborhood (both close to I-75 to go to beaches and many golf courses and also close to main Hwy 41 with restaurants, groceries and shopping). The pool with spa...

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$160
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A perfect home to fully enjoy all that Marco Island has to offer. Completely redesigned and renovated inside and out last year. This home features an open floor plan, all new furniture (including new beds, mattresses, and linens), and all new appliances. The home has a comfortable contemporary coastal...

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Featured review

"Fabulous home"

This home was amazing. It made our vacation complete It hade everything we needed for an enjoyable stay

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$226
avg per night
Marco Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise found. Addison Opulence elevates bayfront living into an entirely new level of luxury. Ideally situated directly on Caxambas Bay on a grassy corner of one of Marco Island's southernmost peninsulas, this magnificent vacation home is a shining example of a true island estate.Custom-built...

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$1,349
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly remodeled condo in a small complex. Ground floor. Master Bedroom has King size bed, plenty of closet space and private bathroom. Second bedroom has Queen size bed. Both bathrooms have walk in showers. Open floor plan for kitchen, dining and living room area. Kitchen is well equipped. Screened Lanai...

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$97
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 100 yards to Manatee Beach

Key Amenities

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

About this property

Welcome to our home away from home on the breathtaking Anna Maria Island in the charming town of Holmes Beach Florida. Anna Maria is a barrier island on the Gulf of Mexico with an old time feel.Its only 7 miles long by 3 miles wide.Our condo is on the beach roughly 200 yds from the Gulf.We...

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Featured review

"Perfect Location"

The condo faced the water and lovely beach with a nice covered outside area on the second floor. This made our stay enjoyable no matter the weather. Manatee Beach was next door making easy access to food...

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$314
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

No hurricane damage !!! Hurricane Protection - The location is perfect, 4 minutes from the privat-beach access and own access to the wonderful and idyllic lake, ideal sun and Ligth. Close to Best Shoping and Dinning, such as Venetian Village and the Waterside Shops - Philharmonic and MuseumOn the...

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Featured review

"Beautiful Home - Well maintained, Excellent handover & Great Location"

We had a fantastic stay! The location is ideal — nestled in a quiet, peaceful neighborhood yet close enough to walk to local shops and restaurants if you're feeling adventurous. One of the standout perks...

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$274
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...

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$148
avg per night
Siesta Key Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living....

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Featured review

"March Getaway!"

Siesta Key was very beautiful and a great place to visit. The accommodations were very nice, clean and comfortable. We hope to visit this area again next year.

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$175
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This spacious, airy 3 bedroom / 2 bath home is situated on a tranquil canal in North Port. Walking distance to the Warm Mineral Springs Park. This quiet and secluded neighborhood is only minutes from parks for families with kids. The huge open outdoor entertaining space boasts an enclosed lanai with seating...

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$119
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1558 NW 26th Pl Cape Coral, FL, 33993, US LICENCE NO: RR-001674-2026 BUILT IN: 1966 LAST RENOVATED: 2024 (Masterbath) MAIN FEATURES: Spa (electronically heated) Golf course next to it Seperate gaming-room Budget...

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$95
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
4 reviews

Distance to beach: 0.4 miles to Treasure Island

Key Amenities

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

About this property

Completely renovated 2 bedroom condo overlooking Boca Ciega Bay in the heart of Treasure Island. Views of the bay from the 2 oversized picture windows. Master Bedroom with King Size Bed Guest Bedroom with Queen Size Bed Full Bathroom Central Air Fully Equipped Kitchen All New Stainless Steel Appliances HD...

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Featured review

"Perfect Getaway"

This is a jewel condo in a lovely setting. The pool was wonderful. The water view was so tranquil. The location is absolutely perfect. You can walk to restaurants, Publix, the beach, the park. The...

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$193
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Key Amenities

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

About this property

This light-flooded villa is located directly on the canal with Gulf-Access to. Here you have the possibility to rent a boat and moor it directly at the house for the duration of your stay.With 4 bedrooms this beautiful villa offers you enough space for 8 persons. The master sleeping area is completely...

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Featured review

"Happy Cape"

The house was perfect for my family of five. The pool and hot tub made it so relaxing for the week. We thoroughly enjoyed our stay. The house was very clean with a lot of amenities. Thank you again.

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$269
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa MIKALIRO with Resort-Style Pool and Waterfall in Cape Coral!This high-quality vacation home, built in 2017, offers generous space, a large pool area with waterfall features, and modern amenities in a quiet residential setting of Southwest Cape Coral.With its spacious layout, game...

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$326
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Beautiful pool home located off prestigious Surfside Blvd nestled among pricier gulf access homes. Florida living compliment an amazing 44 X 26 screened lanai w/ a & crystal clear heated pool to maximize the Florida sun. Large private master suite w/ pool access features walk in closet & an en...

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Featured review

"Excellent Stay"

We throughly enjoyed our stay in the home. It is in a very quiet neighborhood, yet conveniently close enough to restaurants, stores and other necessities. The home is very well furnished and the kitchen...

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$151
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Venice Beach, Shark'y or Manasota

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our remodeled Tropical Vacation Home has everything for your living needs. 3 Bedroom with Office/Den. We are only 5 minutes to downtown and the close by Gulf of Mexico. Come enjoy our tropical beaches, golf, shopping, great dinning, fishing or just relax in our warm Florida sea side climate. Our home...

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$144
avg per night
Marco Island House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxurious Coastal Escape: Spacious Comfort Awaits Welcome to your dream getaway at this exquisite coastal house, where elegance meets comfort in the most delightful way. This spacious retreat features four beautifully appointed bedrooms and three modern bathrooms, offering ample space for up to ten guests...

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Featured review

"Amazing house"

One of the best houses we have ever rented. Great property, canal access to kayak, alot of extras including kayaks and inflatable paddleboard. Very quiet neighborhood.

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$429
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....

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Featured review

"Anniversary get away"

The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing

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$382
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 3 bedrooms | 4 bathrooms LOCATION: 2519 SE 22PL Cape Coral, FL, 33904, US LICENCE NO: RR-001640-2026 BUILT IN: 1995 LAST RENOVATED: 2025 (new interior equipment) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Fast gulf...

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Featured review

"Florida 2023"

This was our 30+ year visiting Florida after Christmas. The weather did not cooperate; but the home was perfect for our stay. The pool and hot tub were a plus. The house was tastefully decorated and super...

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$148
avg per night
Sanibel Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 50 feet to Pointe Santo Beach

Key Amenities

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

About this property

Welcome to Sanibel Island Treasure - Pointe Santo B-47, a stunning end-unit retreat offering the ultimate blend of luxury, comfort, and breathtaking scenery. Nestled in the heart of Sanibel Island, this beautifully remodeled condo promises an unforgettable vacation experience for the 2025 rental season.Property...

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Featured review

"Wonderful beach front condo"

We had a wonderful stay at this condo. Beautifully furnished, view of the gulf, lovely pool and hot tub. Many amenities, beach chairs and beach towels provided, roof top deck with spectacular views. ...

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$484
avg per night
Seminole House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Relax with the whole family at this peaceful place to stay. This 3 bedroom 2 bath home has been completely remodeled. The home has a two car garage and a back patio with heated pool that is completely screened in. This home is Pet friendly and offers a small backyard which is completely fenced in. Madeira...

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$196
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious | Updated Comfort | Perfect for Families, Snowbirds & Group GetawaysWelcome to Seaview Unit 302, your fully equipped Madeira Beach vacation rental where the sand is just steps away and the views are unforgettable. This 3-bedroom, 2-bathroom beachfront condo rental offers the perfect...

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$471
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 3 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Kingfisher Cay is a newly renovated, beautifully designed, property boasting an outdoor covered patio, heated pool, and a games area with tiki hut, life sized connect four and corn hole. The one story bungalow has three bedrooms; one king, one queen, and one room with two twin beds. All bedrooms have...

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Featured review

"WOW! Kingfisher Rd and Cheerful Rentals what a Winning Combination!!!"

We HIGHLY recommend Cheerful Rentals Jeff and Shandra Holbrook. You will be thrilled with your choice when you choose a cheerful property. Our family trip started before we actually arrived when we first...

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$482
avg per night
Special Offer
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Exquisite 3-bedroom, 2-bathroom waterfront oasis offering direct access to the Gulf. Nestled along the serene canal, this home boasts proximity to a plethora of dining and shopping options. Each of the three bedrooms seamlessly connects to the inviting pool area. Enjoy leisurely moments in the heated...

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Featured review

"Beyond Excellent!"

I travel quite a bit for work and for pleasure and this trip over Easter weekend for pleasure was OUTSTANDING! This house has everything, and the host is amazing. Within the first 10 minutes of being...

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$199
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Caspersen Beach (Venice)

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your relaxing Sarasota retreat at Sterling Lane, a comfortable and spacious 3-bedroom, 2-bath home designed for relaxation, privacy, and enjoying Florida’s sunshine. With a fully fenced backyard and a private 6-person spa, this property offers the perfect combination of indoor comfort...

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$199
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 100 feet to Ft Myers Beach

Key Amenities

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

About this property

REMODELED OVERSIZE CORNER UNIT OPENING FOR RENTALS OCTOBER 1, 2025. SPECIALS FOR 1ST COME 1ST SERVICE FOR OCTOBER, NOVEMBER 2025. Ft. Myers STR Registration Number 19-0158OPEN JANUARY 24 to FEBRUARY 14, 2026Two Bedroom Two Bath Unit DIRECTLY ON THE BEACH.. Master bedroom has king size bed....

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Featured review

"Great condo"

We loved our stay her at this condo. Everything was as advertised. The price was fair. Lots of peace and quiet except for the bridge work. The beach was spacious and not busy like the ones farther north....

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$212
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 11 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience a one-of-a-kind, custom-built condominium featuring three bedrooms, two bathrooms, and a private den/workspace, located in the beautiful, gated Creekside Preserve community. Thoughtfully designed with high-end finishes and built-in luxury appliances, this home includes Wi-Fi, cable, all utilities,...

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$104
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Whitney Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Discover this 3-bedroom gem in Longboat Key.Wake up to the sound of waves and enjoy direct beach access just a few feet from your door. This bright and inviting first-floor 3-bedroom, 2-bathroom condo on Longboat Key offers 1,500 square feet of comfort, convenience, and coastal charm, the ideal place...

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$465
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our newly built residence, completed in 2025 and located in the heart of Cape Coral, combines modern comfort, exclusive amenities, and relaxed living right on the waterfront. Whether for a family vacation or a getaway with friends, this luxurious villa makes every stay unforgettable.The waterfront...

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Featured review

"Better than expected!!"

Wife and I rented this house for 2 weeks Feb-Mar 2021. Our first time vacationing on west coast after years on east coast and we have found our new vacation destination for years to come!!! The house was...

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$60
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to this luxurious 4BR, 3Bath getaway in the serene canal-front area of Port Charlotte, FL. Soak up the sun by the private pool while sipping refreshing cocktails, relax in the high-end interior, and explore picturesque Gulf Coast attractions and natural landmarks.4 Comfortable Bedrooms ...

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$267
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR MARCH AND APRIL 2026 AS WELL AS FOR SEASON 2027. Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness...

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Featured review

"Fantastic Long-Term Winter Stay!"

We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...

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$119
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

4 BEDROOM SW Cape Coral Vacation Home with 1 King and 3 Queen-Size Beds. 2 BATH HOME WITH Heated POOL ON FRESH WATER CANAL!DESIRABLE SW AREA, near SHOPPING, and Cape Coral Beaches. OPEN FLOOR PLAN HOME WITH TILE THRU-OUT. VAULTED CEILINGS, Full equipt Kitchen with GRANITE COUNTER TOPS THRU-OUT, POOL...

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$153
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key,...

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$340
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
17 reviews

Key Amenities

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

About this property

Cornerstone is the perfect spot on the beach with only eight, one bedroom and four, two bedroom condos. Each condo is privately owned, most are decorated and furnished similar. I make the reservations for them all. At Cornerstone it never seems crowded. Rates and availability shown are for two bedroom...

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Featured review

"Ft Meyers gem"

Many positives about this location. Clean and updated, great location, very good value, very nice pool, great views of the Gulf. James (site manager) was accommodating and accessible.

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$340
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Great location in Angler's Cove. One bedroom condo with Island view. Located in Angler's Cove is the perfect getaway for a short or long term vacation. Resort is on the bay, has 2 pools, 3 Jacuzzis, tennis, and our famous Dolphin Tiki Bar Restaurant on the water open daily. Angler's Cove...

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$111
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Nestled within the exclusive Treviso Bay community, this elegant 2-bedroom, 2-bathroom condo epitomizes luxury living in Naples. Designed with sophistication and comfort in mind, the unit is finely furnished, offering residents a taste of upscale living within a gated enclave. The centerpiece of Treviso...

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Featured review

"Amazing stay, can’t wait to be back"

Our stay in Treviso Bay was absolutely perfect! The community is stunning, with beautifully maintained grounds and a welcoming atmosphere. The pool was incredible—like something out of a luxury resort!...

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$176
avg per night
Bonita Springs House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

For DIRECT BOOKINGS, Click to HOST and Visit Website !!!!!This Mini-Great Room Floor Plan offers Split Bedrooms and a marvelous view of the Quiet Pool. The 16' ft. Lanai has room to relax or entertain and features perfect morning sun and afternoon shade. The Master Suite offers 2 walk-in closets!...

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$309
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

2020 built gorgeous new coastal home on water with pool and southern exposure.3 blocks to Crescent Beach access near Madeira. Close to restaurants and shopping. Open floor plan with tile floors and granite countertops in kitchen and bathrooms. New stainless steel appliances in the GE café gourmet...

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$643
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to the dolphins, pelicans and exotic birds right outside your slider. The fishing is the best on the island! Enjoy unbelievable sunsets over the Gulf from your patio while the Island Princess sails right in front of your eyes. Escape to paradise for the whole month of March for $7,000 in this...

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$233
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.