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Florida Gulf Coast Vacation Rentals

(3790 rentals)
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.9 miles to Siesta key

Key Amenities

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

About this property

Comfortable private 3bedroom 2 bath home, open concept floor plan. The master suite is large and open with a sitting area and views of the tropical garden in the back of the house, a full walk in closet and step down shower bath with dual vanities. The next bedroom consist of 2 twin beds with additional...

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Featured review

"Definitely more than 5 stars for this property"

I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area...

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$359
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this 2-bedroom, 2-bathroom third-floor end-unit condo in Harborside Terrace, located in the heart of Naples. This comfortable and well-appointed residence is just minutes from shopping, dining, entertainment, and Naples’ beautiful beaches. The condo features tile flooring throughout with...

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$154
avg per night
New
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the perfect beach getaway in this beautifully updated 3-bedroom, 2-bath condo, designed to comfortably accommodate up to six guests. Thoughtfully renovated with modern finishes, the space offers a bright, open layout ideal for relaxing after a day in the sun. Located directly on Holmes Beach, this...

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$413
avg per night
Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

About this spaceEscape to this coastal paradise with heated salt water pool & spa, perfect for winter getaways. Minutes to Indian Rocks Beach. Features fire pit, smart home amenities and Outdoor gas barbecue. Ideal for families & extended stays. Pet-friendly. Snow-bird friendlyThe space Three...

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Featured review

"JC"

Una descripción larga es un texto detallado y extenso que acompaña a una imagen compleja o información que no puede ser transmitida adecuadamente solo por el texto alternativo (ALT), proporcionando toda...

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$344
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped...

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Featured review

"Very nice, big apartment ."

We enjoyed our stay in this apartment. It is a big, bright apartment fully equipped and freshly renovated. Conveniently located just 5 minute's drive to IMG Academy and 10 minutes to the beaches, a short...

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$166
avg per night

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Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$179
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit features a fully-equipped kitchen, elevator, washer dryer, cable TV/WiFi, shaded assigned parking and a shared heated pool spa. But, it doesn t stop there; this unit has stunning views of the Gulf of Mexico...

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$323
avg per night
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
20 reviews

Distance to beach: 100 feet to You are on the Beach

Key Amenities

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

About this property

Jan 20, 2026 Update: ALL Rates will be DISCOUNTED when quoted because our pool is still under construction and will be completed in April. I know this is an inconvenience for everyone. However, the white sand beach is beautiful. We will discount the rates to compensate for this inconvenience....

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Featured review

"Beautiful condo, Great location!"

My husband and I loved our week at Steve and Beverly's condo! The location in the condo complex is great-right on the beach with an unobstructed view. We loved sitting on the lanai for morning coffee and...

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$278
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
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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$262
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
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Indian Rocks Beach

Key Amenities

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

About this property

If there's a place that captures the essence of relaxation, it's our bright, spa-like oasis. Just minutes from the beach, with a sparkling clean hot tub, and a huge backyard with a smokeless firepit, our home has everything you need to have a relaxing getaway. The interior is bright with lush...

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$152
avg per night
Bokeelia Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Multi-level 2 bed/2.5 bath condo. King size bed in Master BR and the second bedroom has new queen size bed. Both have en-suite bathrooms. Fully equipped kitchen with high end refrigerator & new stacking washer and dryer in utility room off kitchen. Large wall-mounted smart TV. Newly renovated half-bath...

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$64
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters,...

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$362
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
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$398
avg per night
Madeira Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down to sand!!!

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Welcome to our warm and welcoming Sea Breeze of Madeira condo...

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Featured review

"Great Vacation Condo"

The condo was spacious, clean, & had an amazing view. Pool was great! Unfortunately, washer & dryer weren’t in the condo but on another floor of the complex. The beach was beautiful & pretty quiet. A...

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$293
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...

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$700
avg per night
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Renovated turnkey front unit with modern themes and contemporary furnishings and designs. Stunning Gulf views from the Master and Guest bedrooms, covered parking.Updates include new kitchen, new flooring throughout, and new bathrooms. The spacious lanai offers breathtaking ocean views. Easy access...

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$283
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up just steps from the sugar-white sands and sparkling shoreline in this beautifully updated coastal retreat. Perfectly positioned across the street from the beach, this inviting 2-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience.Inside, the space feels light,...

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$293
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Pool HouseSummary: Nestled on the picturesque Marco Island, this charming waterfront home offers the perfect blend of luxury, comfort, and relaxation. With breathtaking views of the sparkling waters, you’ll experience the best of Marco Island from the moment you arrive. Walking distance...

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$484
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Pet friendly
  • WiFi

About this property

Welcome to The Friendly Pelican ??Your sunny Cape Coral escape — perfect for families and group getaways.Highlights- Sleeps 10 | 4 bedrooms | 5 beds | 3 bathrooms- Private pool & hot tub (heated year-round)- Screened lanai with BBQ grill & lounge space- Game room...

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$158
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$130
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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$124
avg per night
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Our home will accommodate 7 guests with a full kitchen, living room with TV and entertainment center, a dining area seats eight. A king bed in the Main Suite has a TV and a bathroom. There is a queen bed in bedroom 2, and a twin over full bunk and another twin bed in the bedroom 3, near bathroom 2. The...

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$255
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Service Park

Key Amenities

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

About this property

Completely renovated, modern, open/split floor plan design South Venice home with lania covered oversized, heated, salt pool. Two large living areas with 3 bedrooms sleeping 8 to accommodate large family, two families, or multiple couples. Four sliders from living area, kitchen, and master bedroom provide...

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$306
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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Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to Out Front

Key Amenities

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

About this property

Our Sand Castle II 306 is a spacious 3 bedroom beach front condo with the largest balcony in the building overlooking the wide sand beach.Our gorgeous 3 bedroom Sand Castle II beachfront condo on Florida's Suncoast is available for those wanting one of the best accommodations in the Tampa / St....

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Featured review

"Excellent stay !!"

The apartment was perfect for our family . We spent a a very nice days . We will be back . Everything was in very good conditions .

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$395
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This...

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Featured review

"Great Property"

This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious and has everything you need to make your stay...

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$761
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
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy the perfect Florida getaway at this elegant 4-bedroom villa in Cape Coral. Featuring 2 master suites, soaring vaulted ceilings, and a private heated pool with a spacious sun deck, it’s ideal for families, couples, or groups. Take in beautiful waterfront views, relax poolside, or launch your...

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$213
avg per night
Special Offer
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Yacht Club Community Park

Key Amenities

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

About this property

Our newly remodeled 4 bed 2 bathroom home features an open concept kitchen/living room. The split bedroom style gives the master bedroom privacy with a newly remodeled bathroom. Guest bedrooms are spacious and comfortable. The home is situated on a saltwater canal with a private screened in lanai that...

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Featured review

"Great location, service and space"

We had to make last minute reservations and Kelly was amazing to work with. The house was clean and master bed was very comfortable. This was work time for us and the space accommodated two working professionals....

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$179
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
Cape Coral Villa
Sleeps 9, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your perfect family getaway! This spacious four-bedroom home has everything you need for a comfortable and relaxing stay. Newly furnished, the interior is modern and stylish. Step outside to your own personal oasis, complete with an electric heated pool and hot tub for year-round enjoyment....

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$223
avg per night
New
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

A211 is gorgeous, newly renovated with brand new kitchen, appliances and cabinets, living room, dining room and bathrooms (all with new walls, ceilings, doors and tiled floors). Also available is a new in-unit large capacity washer and dryer. The kitchen is fully equipped with many of the comforts of...

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$280
avg per night
Citrus Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Rainbow Springs

Key Amenities

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

About this property

Immerse yourself in a unique vacation experience at our state-of-the-art 2023 build, located in the heart of Citrus Springs, Florida. Revel in luxury with 3 gorgeous bedrooms, 2 immaculate bathrooms, a heated pool, and pet-friendly spaces. Enjoy proximity to stunning local attractions from Rainbow Springs...

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Featured review

"Snowbird paradise"

Beautiful well stocked home in a quiet neighborhood yet close to good restaurants, shopping, and activities. The owner is awesome - easy to contact and very accommodating.

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches...

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$551
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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$223
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
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
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 35 miles to Manasota Key (North), Ft. Myers Beach (South)

Key Amenities

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

About this property

Dog-friendly condo near Charlotte Harbor, gated community, pools & modern updatesThis modern condo in Punta Gorda is perfect for a family or a group of friends seeking an unforgettable experience! Located in the Heritage Landing Golf and Country Club community, this retreat offers any avid golfer's...

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Featured review

"Great ground level condo!"

We stayed at the Breezy Palm in April, 2025. The condo was super clean, comfortable and fully equipped with all kitchen utensils and appliances. Michael was always available by email, text or phone to...

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$87
avg per night
Marco Island Condo
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcoming first floor unit with attached garage. Access the garage from inside the condo. Well maintained, updated appliances, all furnishings updated and modern. Stainless steel kitchen. Granite tops throughout all bathrooms and kitchen. Master bedroom with King bed, walkin closet, double sink, newly...

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Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Stars Vacation Rentals, where comfort meets charm in our beautifully renovated Villa Rosa! This stunning 4-bedroom, 2-bathroom home provides an ideal retreat for families and groups looking to unwind in style. With ample room for up to 8 guests, you’ll find everything you need for an...

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$245
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Discover your dream retreat in the heart of the prestigious Gulf Harbour Yacht & Country Club with this stunning second-floor condo that perfectly combines timeless elegance, modern luxury, and the coveted Florida lifestyle. From the moment you step inside, you’ll be captivated by the light-filled...

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Featured review

"Very Good"

It was exactly what we had anticipated. The house was in excellent condition, pool was wonderful. Great location. Quite location. Everything needed for your daily routine was there. All kitchen essentials....

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$141
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home...

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$1,392
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
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Step into 1,850 square feet of bright, airy relaxation in this beautifully designed vacation home featuring an open floor plan and a sleek, modern interior. Bathed in natural light and kissed by warm southern sun, this inviting space is perfect for families, friends, or couples looking to unwind in style. The...

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$188
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to this cool condo in Babcock Ranch. This terrific rental features 2 bedrooms, 2 bathrooms, and a range of convenient amenities like a fitness room, AC, Golf and WiFi. Guests can unwind in the tranquil atmosphere of this property, whether they're lounging in the cozy living space or taking...

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$74
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A new pool added! 3 bedrooms, 2 bath, waterfront home located on saltwater canal in North Port. Relax in the Florida room and enjoy the beautiful view of the backyard, canal, and the water. Updated house with new kitchen. Home is in a quiet neighborhood with plenty of parking spaces. Gas grill, outside...

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$150
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

3 bedrooms 2 bath W/D fully stocked kitchen 5 minutes from downtown 20 minutes from Siesta Key*SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR AVAILABLITY​​​​​​​VR25-00065Welcome to Sunny Daze on the Bay, a charming...

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$194
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.