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Florida Gulf Coast Vacation Rentals

(3852 rentals)
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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$137
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate luxury vacation with this gorgeous 4-bedroom, 3-bathroom fully-furnished house. The spacious and open living, dining, and kitchen area boasts high ceilings, providing a grand and comfortable atmosphere for you and your loved ones to enjoy.Step outside onto the sunny pool area...

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Featured review

"Our wedding"

Thank you so much for allowing us to stay and use your house for our wedding! Especially last minute when our wedding venue canceled on us! We loved it, thank you so much! You were an amazing host!

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$239
avg per night
Gulfport House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Peach Hideaway is a 3BR/2BA, pet-friendly beauty in Gulfport, featuring a heated swimming pool that’s a big hit with guests.Walk to Gulfport’s beaches, restaurants, pier, and more, then come back to your bug-free pool with a screen enclosure. Nighttime lights and pool heating (76-78 degrees)...

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Featured review

"Just Peachy"

Perfect for my family of three and two additional guests for a few days. Spacious, well decorated property with everything you need to be comfortable. The pool is immaculate and the outdoor lights makes...

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$176
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends.Description Step outside your private balcony overlooking...

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$169
avg per night
Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...

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$310
avg per night

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Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Venice Beach - Alhambra Road Access

Key Amenities

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

About this property

Stay in the heart of the Venice Island Historic District in this fully furnished and newly renovated 2 bed/2 bath villa! Walk to beach or Historic Downtown Venice in 5 minutes! Very quiet yet convenient location. Villa has an open floor plan which includes a full kitchen with stainless steel appliances,...

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Featured review

"Location, location, location!"

This location is perfect for getting anywhere on the island by foot. The beach, downtown, Venice pier and south Jetty are all within walking distance! The unit worked well for our family, it is as described...

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$214
avg per night
Sarasota House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 5 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW IN 2024: Outdoor spa shower and propane firepit areaPET-FREE HOME Updated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation in...

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Featured review

"Clean. Quiet. Very comfortable."

Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.

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$183
avg per night
Bradenton Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Beautiful Location"

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

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$225
avg per night
Redington Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
34 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Redington Retreat is a breathtaking beach condo located in the quiet beach town of Redington Shores. With partial water & sunset views, The condo boasts an open floor plan and is furnished to accommodate up to 6 adults.Indulge yourself with onsite amenities like a sparkling beachfront pool, hot...

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$200
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

!!! Beautiful 1 Bedroom Waterfront Condo - Turnkey Furnished - Vanderbilt Beach!!! Available Now 2023 !!! Fabulous 1 bedroom 1 bath This house is truly unique with several custom touches. a large screened lanai perfect for entertaining and enjoying the beautiful sunrise views. tastefully appointed...

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$267
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Enjoy this nicely furnished 2 Bedroom and 2 Bathroom Condo with a balcony/lanai overlooking the pool! It is located within walking distance to the wonderful public golf course "Fort Myers Country Club"... which is so close you can even see from the property.The condo has about 950 square...

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Featured review

"6 week stay due to our FMB house flooded by Milton"

We were happy to find this condo rental after our Ft Myers Beach home was flooded (again) with 10” of water from Hurricane Milton. It took over 6 weeks to get it repaired. Host, Amanda was very helpful,...

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$94
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Stella, your ultimate peaceful sanctuary where tranquility meets luxury!This splendid 3300-square-foot retreat awaits you beside a serene lake, promising an unforgettable escape from the hustle and bustle of everyday life. As you step inside, natural light floods through the elegant...

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$215
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...

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Featured review

"Would rent again."

Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.

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$67
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Villa Helios is the perfect home for guests seeking a private residence in one of Cape Coral's most popular SW neighborhoods. Situated close to the ever-popular Cape Harbor Marina in Cape Coral, this home is ideal for visitors seeking a home where outdoor living is a very important part of their...

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$185
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Bradenton Beach Club #246 “The Sea Grape”! Here is a wonderful opportunity to enjoy an updated condominium featuring 3 bedrooms and 2 full baths. Bradenton Beach Club is a great Beach to Bay complex offering many amenities such as private beach access and a boardwalk that takes...

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Featured review

"Family vacation"

Lovely condo-excellent location! Had everything we needed! Close to beach; pool was great. Condo clean and stocked with all essentials.

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$280
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

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

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Featured review

"Awesome place to stay"

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

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$111
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

All the bells and whistles! Completely upgraded and decorated with sophistication. Includes a washer and dryer. Lanai is for relaxation with large sliding windows and built in banquette to enjoy the amazing view from the 3rd floor.Bring your boat or rent one for a day as the boat docks are free!...

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$240
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,271
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

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

About this property

Charming Designer Cottage in Royal Harbor at $5,000/week or $16,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...

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$571
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 Stories - Community Pool Access (Heated Nov–April) - Bikes, Beach Gear & Golf Cart Rental Available - Dog Friendly! (2 Max & Additional Fees Apply) -...

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$193
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Great location! Enjoy the best of Marco Island from this beautifully 2-bedroom, 2-bath condo. Just steps from the beach, you’ll have easy access to sun, sand, and stunning sunsets.This bright and comfortable space has everything you need for a relaxing stay, whether you're here for a weekend...

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Featured review

"Sands of Marco"

The condo was perfectly situated on the island. It was updated and tastefully decorated and was extremely comfortable. The beach was across the street and the pool was steps away from our condo. The owners...

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$198
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to this charming coastal getaway, a cozy vacation home designed for relaxation and comfort. Nestled in a prime location, this home features a beautifully landscaped garden view, perfect for unwinding and enjoying the serene surroundings. The spacious, fenced yard provides privacy and security...

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$205
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Marco Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Recently remodeled 2 bedroom, 2 bath condo located one block from the beach on beautiful Marco Island. Situated on the second floor, this location offers convenient walking to local restaurants, shopping and the wonderful beach! A heated community pool which was renovated this season awaits for leisurely...

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$232
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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$125
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. The new owners are thoughtfully refreshing the space with soft coastal paint tones, breezy décor, and vibrant,...

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$265
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 6 miles to Yacht Club Beach, Cape Coral

Key Amenities

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

About this property

Enjoy SW Florida coastal living in my stunning new 9th-floor condo! The last half of March '25 and beyond are available! Booking for 2025 Holidays and Winter of 2026. For lucky snow birds, inquire for a monthly rate. Whether you're traveling for vacation, a family visit or remote working, I...

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Featured review

"Great Stay"

This property is beautifully located at Cape Harbour Marina! The unit is so clean and decorated lovely. I really enjoyed the to balconies that are screened in. The beds are very comfortable and the kitchen...

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$111
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Maria. Oceans Blue is a very short walk (only 0.15 miles) to the gorgeous, white sandy beaches of Anna Maria Island, just north of Pine Ave. This *ultimate beach house*...

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$503
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Fort Myers Beach and the Sanibel beaches

Key Amenities

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

About this property

Kelly Greens is an 18 hole golf course in a private gated community close to the Sanibel Beaches and Fort Myers beach. The 2nd Floor Condo is overlooking the 2nd Hole. Golf membership is transferable for a $400.00 fee payable to the Clubhouse. The club has clay Tennis courts, swimming pool, hot tub, fitness...

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$121
avg per night
Fort Myers Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
25 reviews

Distance to beach: 200 yards to Ft. Myers Beach

Key Amenities

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

About this property

The perfect get-away to enjoy your fun in the sun, and only a very short walk to the new restored white sand beaches of Ft. Myers Beach. Take advantage of your view of the Gulf of Mexico while swimming in your private heated pool that is totally enclosed with bug-free screening. Included is a sun deck...

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Featured review

"Great family rental"

Very nice, well-kept family beach house just across the street from the beach. The screened pool area downstairs was awesome with plenty of room to grill, eat dinner, play games and relax by the pool and...

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$327
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Totally remodeled ground floor unit. This unit is brand new to the rental market and is a rare find. Walk out the rear Lanai door directly to the becach. You can't get any closer to the Gulf of America on Siesta Key. The open floor plan allows Gulf views from the sunroom, master bedroom, living room,...

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$240
avg per night
Rotonda West House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Sunset Palms, a freshly remodeled 3BR/2BA getaway in Rotonda West / Englewood, FL. Perfect for snowbirds and family getaways. Enjoy an open floor plan, private heated pool, and canal views with gorgeous sunsets. You will have quick access to backyard canal fishing, some of Florida’s quietest...

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Featured review

"Fantastic stay!"

Sunset Palms is even more lovely in person than it looks in the photos! The house is so well appointed with everything you need for a family beach vacation.  The owners have gone above and beyond to make...

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$151
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sandcastle – Beachside Escape with Heated Pool, Golf Cart & Island Adventure Gear3 Bedrooms | 2.5 Bathrooms | Heated Pool | Golf Cart | Bikes | Paddle Boards | Kayaks | Steps to the BeachWelcome to Sandcastle, your perfect Anna Maria Island beach retreat. Ideally located just across...

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$819
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful home on a corner lot with private pool, beach toys, washer dryer, outside dining and room to chill. 5 minute walk to the beach.Two living/lounge areas large kitchen with dining table as well as counter seating.One bedroom has a queen bed. A second bedroom has two twins. The front living...

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$181
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...

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Featured review

"Perfect location and beautiful space!"

! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...

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$140
avg per night
Rotonda West House
Sleeps 8, 4 bedrooms, 3 bathrooms
21 reviews

Key Amenities

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

About this property

Welcome!! This is a beautiful spotless clean home! The minute you walk thru the door you will feel at home and comfortable. A true Florida home! Villa Karina is Located on a dead end street on a small lake, on the Pinemore golf course. Great view out the back lanai to the lake and golf course.A...

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Featured review

"A beautiful house in a great area"

We thoroughly enjoyed our stay in the house. It is very well equipped, very comfortable and homely, beautifully decorated and with an abundance of space. There is everything that you need for your stay...

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$205
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

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

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$185
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Save fees by booking on Florida Rentals - direct with owner. 4th floor condominium in Heritage Landing golf community with Harbor and Sunset views. Golf membership available. This is the popular Birkdale model from Lennar. Furnished 2 bedroom, 2 bath unit is ready to host your Florida vacation. This...

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Featured review

"Love SW Florida"

Couldn’t have picked a better place for our trip to Punta Gorda. The condo was very comfortable and well kept. Everything we needed was there for our stay. The views were excellent from the 4th floor....

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$54
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Hurricane Ian damaged the main floor and common elements. Repairs have been started and are expected to continue well into 2026. The condo itself suffered no damage thanks to strong structural integrity and new hurricane windows. Please check back in 2026 for future availability. Thank you.This elegantly...

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$254
avg per night
New
Fort Myers Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 15 miles to FT. MYERS BEACH

Key Amenities

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

About this property

Located in South Fort Myers, this townhome has prime location at the resort community of PASEO. This luxury townhome has no obstruction of view! There is no street or buildings in front, just a beautiful lake with wild life and tropical landscaping- waiting for you to enjoy. A perfect retreat for guests...

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$141
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Spacious and bright new 3 bedroom 2 bathroom condo located in a gated community. Heritage Landing offers a resort style pool and hot tub with a Tiki bar and restaurant. There is a 24 hour fitness center complete with an onsite trainer. Indulge yourself at the full service day spa offering massages, nails,...

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Featured review

"Home away from home"

It feels like home. You will never want to leave. The place is clean, comfortable and luxurious. I would definitely stay at this vacation in the future!

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$84
avg per night
Anna Maria Island House
Sleeps 10, 6 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxury Beach Home • Gulf Views • Heated Pool • Steps to Beach • Sleeps 10Welcome to Sunset Paradise, a stunning Anna Maria Island vacation home located just three houses from the Gulf and steps from the beach. With breathtaking Gulf views, a private heated pool, and multiple balconies...

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$563
avg per night
Punta Gorda Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

AVAILABLE, WEEKLY, BI-WEEKLY-MONTHLY......Come enjoy your Marina get-away condo in popular Burnt Store Marina. Turnkey furnished condo within a short walk to the Marina Yacht Basin with fabulous views of marina life and evening sunsets. Beautiful 1 Bedroom/1bath with tile flooring throughout, plus enclosed...

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Featured review

"Quiet condo right on the marina!"

Nice quiet location with really good restaurant across street from the condo. Condo was clean and well stocked. I will definitely stay here again.

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

Key Amenities

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

About this property

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

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Featured review

"Paradise!"

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

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$2,238
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.3 miles to 1/4 mile walk to public beach access

Key Amenities

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

About this property

Spacious 2 bedroom 2 bathroom fully furnished condo with an awesome balcony view of the pool area and ocean in the background. Cable TV in living room, master bedroom and guest bedroom. The place is equipped with a walk in kitchen, two walk-in closets, a washer and dryer, and a sleeper sofa. Can see for...

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Featured review

"Wonderful location, quiet neighborhood. View from lanai awesome. Condo neat, clean and well equipped."

The Sands is a great place to stay. Easy walk to beach, restaurants, shops, and theater. Plenty of parking space available. The grounds, pool and hot tub were well kept. Even had cute burrowing owls in...

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$120
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Our beautiful condo is completely renovated and IT IS LOCATED DIRECTLY ON THE BEACH! This magnificent condo is one of the closest condos to the Gulf on Siesta Key. You could throw a tennis ball into the Gulf from this Siesta Key beachfront condo! Located on the island of Siesta Key , Florida, this...

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$203
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated lanai and living room you’ll find floor to ceiling and wall to wall sliding glass doors with sliding screens that assure totally unobstructed views from the kitchen out. The new...

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$240
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 2 miles to Delnor-Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...

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Featured review

"Beautiful Property"

My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...

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$117
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat in Cooler Months) -3 Bedrooms + Sleeper Sofa – Sleeps Up to 6 -All Bedrooms Have Ensuite Bathrooms -Fully Equipped Kitchen with Island Seating -Multiple Outdoor Spaces Including Front Deck...

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$262
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$179
avg per night
Clearwater House
Sleeps 8, 3 bedrooms, 2 bathrooms
32 reviews

Key Amenities

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

About this property

Welcome to Clearwater Cabana - your 3 Bed, 2 Bath, private oasis located in the city of Clearwater, just a short 10-15 minute drive to the vibrant, world famous Clearwater Beach!This professionally decorated home is located on a quiet residential street and has been outfitted to provide utmost comfort...

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$189
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.