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Florida Gulf Coast Vacation Rentals

(3790 rentals)
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with...

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$543
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming 1-Bedroom Condo in Runaway Bay – Anna Maria IslandPrime Location – Steps to the Beach: - Located in the highly sought-after Runaway Bay community on Anna Maria Island - Just across the street from white sand beaches and crystal-clear waters - Walkable to shops, restaurants,...

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$181
avg per night
Last Minute Deal
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available May 1 - 31st. Discount available for long term lease starting August 2026 (If property is booked please consider our other property in the same building #18195) LOCATION! This beautiful waterfront condo community is in the prime location for you to enjoy your stay! Located on the Dunedin...

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Featured review

"Dolphins Point Rocks!"

Kristine and John have been among the kindest and most attentive landlords. Ever! Their unit is comfortable, modern, and bright. Available for us to use we’re also teo kayaks and two brand new bikes....

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$101
avg per night
New
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy peaceful waterfront living in this comfortable and spacious 2-bedroom, 2-bath waterfront condo located on the south side of Palma Sola Bay—just under 3 miles to Anna Maria Island’s beaches! Relax on your screened lanai and take in tranquil canal views with frequent manatee and bird sightings.The...

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Featured review

"A perfect place"

Thank you to Cheerful Rentals for arranging this beautiful spot for me to stay for the winter in Bradenton Florida. The accommodations was everything that was described plus more! Clean, beautifully decorated,...

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$122
avg per night
Palm Harbor House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Escape to this heated pool paradise in Palm Harbor! Snow-bird friendly. Perfect for winter getaways with heated pool and hot tub ! Located just minutes from Honeymoon Island State Park and Crystal Beach. Ideal for families and extended stays with 3 generous bedrooms + comfortable living room space, smart...

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Featured review

"Recent stay"

The house was just as it was represented . Clean comfortable and enjoyable. We will return on our next visit.

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$227
avg per night

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Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to American DreamAmerican Dream is a beautiful, four bedroom and 3 full bathroom vacation villa situated in one of the most highly desirable SW Cape Coral locations. The home has a generous floor plan with plenty of space for a large group or family as well as a designated office. American...

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Featured review

"Cape Coral Aha"

A very nice home with 3 good sized bedrooms and a wonderful lanai with a nice sized/deep pool. The living area (living,dining,kitchen) is open concept. Decor was great and furniture was comfortable and...

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$164
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning

About this property

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

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$207
avg per night
Sarasota House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Fantastic totally remodeled vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St...

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$329
avg per night
Clearwater Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...

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$348
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 6 miles to Delnor-Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful condominium, located on the 17th hole of the golf course, is a vacation paradise. There is access to 4 pools, tennis courts, pickle ball, bocce ball, fitness center, library and a classy club house. 5 breathtaking beaches are located within 10 miles of the condominium. Additionally, it...

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Featured review

"Perfect condo with golf course"

We rented for a month and played golf 12 times with the golf transfer. Found everything we needed for a pleasant stay in the condo. Pool with hot tub for condo block just around the corner. Golf course...

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$96
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo in Punta Gorda is the perfect getaway for golf enthusiasts and anyone looking to relax in sunny southwest Florida. This condo overlooks the 11th hole. With its prime location, modern amenities, and outdoor features, it offers an unforgettable vacation experience.Step into comfort...

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$146
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

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

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$153
avg per night
Port Charlotte Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...

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$133
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .​​​​​​Welcome to this beautifully renovated 2-bedroom, 2-bath condo...

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Featured review

"Beautiful, well maintained condo."

We stayed a week at Runaway Bay. We were very happy with our condo and the pool area. Good communication with Sea Breeze rental co. Very responsive via text We enjoyed our condo backing up to the intercostal...

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$196
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

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

About this property

Come stay at our newly renovated 2 bed/2 bath traditional Florida home! We recently completed work on our brand new heated 14'x25' salt water swimming pool. Take a dip in the morning or after a long day of exploring. We are blocks from the recently renovated Dearborn Street. Come enjoy the action...

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Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable &...

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$173
avg per night
New
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on...

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$280
avg per night
Sarasota House
Sleeps 14, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Seascape on Clarinda | Spacious 4BR/4BA Private Pool Home with Outdoor Kitchen & Beach GearWelcome to Seascape on Clarinda, a stunning full-house rental nestled in Sarasota, Florida, just 20 minutes from the world-famous Siesta Key Beach. This beautifully appointed 4-bedroom, 4-bathroom home comfortably...

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$381
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk...

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Featured review

"Perfect Beach House for just about anyone"

Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first...

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$554
avg per night
New
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous new rental unit available for up to four discriminating guests. Freshly painted and with lovely furniture including new bedding. In the living room enjoy comfortable leather. The kitchen has been upgraded and features tile flooring as well as in the dining area. Berber carpet is featured in the...

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$280
avg per night
Cortez Cottage
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Wake to sparkling views of Sarasota Bay from both the front and back view of this cozy light filled 2 bedroom, 1 bath vacation cottage fully furnished retreat has everything you need for a relaxing stay. Outside, gather around the firepit facing the bay-the perfect spot to enjoy sunsets, or a glass of...

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Featured review

"awesome stay"

Vicky and her family went out their way to accoadate us. We loved the house and the neighborhood. The sunsets are amazing.

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$251
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...

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$124
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Saga is located overlooking the canal. Large pool area facing north and west. Walking distance to restaurants and shopping. Extra sitting area by the canal with table and 4 chairs. Dock and Boat lift as well.4 bikes for guest to use are waiting in the garage.It is only a 3-minute drive to...

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Featured review

"The Best"

Thank you Suzanne for making our 2 weeks a wonderful getaway in Cape Coral this year The house is in the perfect location for anything you might want to do and if you want to just stay in the pool is perfect. The...

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$168
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Property OverviewAzure Isle FUSION is a listing property with two separate houses right next to each other: Azure Haven (blue house) and Isle of Green (green house). This setup provides plenty of space and privacy for everyone in your group.Sleeping Arrangements The property sleeps up to 8 guests...

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Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$155
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
7 reviews

Key Amenities

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

About this property

Amenities Update March 2026: Due to permit delays after Hurricane Ian in 2022, the new beachfront pool and landscaping will be completed in April 2026 and pricing is discounted until then. This is a great opportunity for a prime season beach vacation at a great price. The vibe in Fort Myers Beach is...

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Featured review

"203"

Great condo , well stocked great view Michelle was great host condo was very well decorated and clean

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$256
avg per night
Nokomis Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Nokomis Beach

Key Amenities

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

About this property

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

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Featured review

"Beautiful home in upscale community"

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

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$120
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Riverhouse King - Cape Coral Riverfront Escape The Riverhouse King reigns supreme as a luxurious Cape Coral waterfront villa. With commanding river views and upscale interiors, it offers the ultimate Florida experience. Whether you’re seeking adventure on the water or evenings of sunset relaxation,...

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$430
avg per night
Naples Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available between Aug 4, 2026 and Oct. 25 2026. Kick back and relax in this calm, stylish 1BR penthouse with saltwater pool, gym, and clubhouse access. What I love about this space is that it is perfect for 2 people and is flooded with natural light. Being on the top floor means no overhead neighbors,...

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$53
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...

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$215
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to your perfect getaway! This beautifully designed 4-bedroom, 2-bathroom vacation home offers the ideal blend of comfort, space, and luxury—perfect for family vacations, group trips, or a relaxing escape. Inside, you'll find a bright and open floor plan with a spacious living area...

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$166
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 9 miles to Englewood Beach, Manasota Key Beach

Key Amenities

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

About this property

SPECIAL!!! JUNE- SEPT. 2 -3 PEOPLE $165 a night. Welcome to the Villa Frankonia! Located in the White Marsh section of Rotonda. Here you will feel comfortable, and at home, the minute you walk thru the door. A true Florida decorated home. Our spotless clean ( number one priority with me) very comfortable,...

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Featured review

"Perfection"

From the moment we walked into the house I felt relaxed and peaceful. This home was the best I've ever vacationed in. Home...that word describes it. Such a pretty home and everything you needed for your...

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$202
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

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

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Featured review

"Lovely home on the canal and pet friendly!"

We enjoyed our time at this beautiful place on the canal! The home has a pool and hot top which were wonderful offerings! The owners were especially nice and accommodating giving our late season booking...

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$186
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Enjoy a relaxing stay at Vickie's Hide Away at the South End of Fort Myers Beach. Just a 10 minute walk to the beach or drive to the parking lot and shorten your trip to 5 minutes. Don't want to go to the beach, the heated pool is located at the other end of the building. The Neighborhood consists...

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Featured review

"Our Stay"

Vickie's hideaway If you do not book you are crazy Our stay was great.The condo has everything you need to relax and enjoy the beach and pool. We met so many nice people while staying at the condo. Bill...

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$144
avg per night
New Port Richey Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...

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$108
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 25 feet to Fort Myers Beach

Key Amenities

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

About this property

Amenities Update March 2026: Due to permit delays after Hurricane Ian in 2022, the new beachfront pool and landscaping will be completed in April 2026 and pricing is discounted until then. This is a great opportunity for a prime season beach vacation at a great price. The vibe in Fort Myers Beach is...

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Featured review

"Picture Perfect Condo"

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

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$340
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Resort living at it's finest! Fantastic fully furnished condo in gated community on 2nd floor(top floor) with the best golf course views in the community. The condo is a 2 bed, 2 bath with den/office that has two twin beds. Each bedroom has a ceiling fan and smart TV and the Den has a smart TV and...

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Featured review

"Birdies and Bourbon aka Paradise"

This condo was the perfect place for our holiday getaway. The condo was fully stocked with everything we could imagine needing, golf course view was absolutely stunning, and the owner went above and beyond...

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$90
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

VRC17-000063 Welcome to “Coastal Breeze” on beautiful Anna Maria Island. This vibrant four-bedroom, three-bathroom island retreat is your perfect vacation escape on AMI. The backyard is a true highlight, featuring a private heated pool with spa, cozy and colorful seating areas, and a one-of-a-kind...

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$636
avg per night
Palm Harbor House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Crystal Beach Sands in Palm Harbor, located just 1/2 a mile from Crystal Beach and minutes from Sponge Docks, This home is the perfect family vacation home. It is fully stocked and features a game room equipped with a pool table, air hockey, two retro arcade games & board games. Spacious...

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$476
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Soft, white sand beaches and spectacular sunsets await you Gulfside Villas is a community situated right on Indian Rocks Beach! This updated 3-story Townhome has 2 full bedrooms with an upstairs loft with a plush futon sleeper that can be used as a 3rd bedroom and the unit sleeps up to 6 guests. The...

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$273
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this stunning 2 bedroom/2 bath condo designed to inspire elegance and comfort. Fully furnished, designer inspired residence. The master bedroom has a king bed, full bath, linen closet, and walk-in closet. The 2nd bedroom has a queen bed. There are 2 twin inflatable mattresses available for...

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Featured review

"Terrific stay and coming back"

Super stay, and so enjoyed the unit and accomodations made by owners. Loved the location, close to main amenities and wonderful golf course and some lake views. Heidi made our stay memorable!

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$102
avg per night
Sarasota Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover your own little piece of paradise in this beautifully remodeled 2-bedroom, 2-bathroom villa located in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Taken down to the studs in 2025, this villa has been completely upgraded...

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Featured review

"This quiet and adorable Villa was perfect for our family!"

This quiet and adorable Villa was perfect for our family! It was clean, comfortable and super close to the beach. The washer and dryer were a lifesaver with kids and all their wet towels/clothes. Easy after...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfect winter getaway! Lovely 2BR/2BA condo overlooking lake surrounded by lush tropical landscaping. Well maintained and has everything that you will need to enjoy your stay in paradise. Key Royal is a well-maintained community in excellent location with plenty of shopping, new dining options and the...

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$74
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This luxurious villa, located in the highly desirable area of Cape Coral, has recently undergone a complete renovation and boasts exquisite new furnishings throughout. Ideal for a sunny and relaxing vacation, the stunning Villa Cosima offers 4 bedrooms, 3 bathrooms, and a modern and exclusive living area.Step...

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Featured review

"Great location & canal view"

We thoroughly enjoyed our stay here (1st time in Cape Coral). The house was decorated nicely, well appointed with everything you need. Most of all we loved the patio area for entertaining guests & used...

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$221
avg per night
Bradenton Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Paradise Cove” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...

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Featured review

"Truly a gem"

Truly a 5 star hidden gem. We felt at home right away & were able to relax the few days we were there. You have the best of the beach just a few steps & across the road , then a few steps in the other direction...

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$219
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Hello Darling, a freshly renovated 2-bedroom, 2-bath condo tucked into the friendly community of Runaway Bay. Sleeping up to 5 guests, this charming retreat blends modern comfort with peaceful, coastal vibes, perfect for families, couples, or anyone looking to unwind.As you walk in, you're...

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Featured review

"Nice"

Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people

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$195
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

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$569
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to our 2b/2b condo located in the beautiful and secure gated Kelly Greens Golf Course Community. The spacious lanai offers stunning water and golf course views on the first hole and is the perfect place to drink your morning coffee or savor an evening cocktail. Our unit is fully furnished with...

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Featured review

"Terrific location"

Kelly Green is a great place to stay. It is close to Fort Meyers beach and Sanibel Island. The golf course is fun to play and one of the best in the area .The condo has a fantastic view from the lanai....

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$91
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise!This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms, with beautiful Modern Luxury Decor throughout. With over 1154 square feet of living space and Million Dollar views of Lake Babcock, you'll love catching...

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$88
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

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

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Featured review

"You are REALLY going to love this place!"

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

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$240
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Tranquil home with solar-heated pool, games, & open indoor-outdoor living spaceWelcome to your dream vacation retreat in beautiful Cape Coral, Florida! This stunning home offers the perfect blend of relaxation, entertainment, and convenience, making it the ultimate escape for families, couples,...

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Featured review

"Greatest vacation rental"

We spent an awesome month at this extraordinary beautiful home. We’ve rented homes in different areas of Florida for years but never have we been so pleased as we were when we arrived. First of all dealing...

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$168
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.