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Florida Gulf Coast Vacation Rentals

(3841 rentals)
Marco Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Impeccably maintained Marco Island oasis! Desirable coastal open floor plan with two bedrooms and two bathrooms. Southern Exposure offers a secluded and relaxing outdoor pool area with a covered lanai and fenced-in backyard. This home is close to restaurants, grocery stores, and Starbucks—just a...

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$158
avg per night
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Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

2-Bedroom/2-Bath Condo on the Gulf of America on Marco Island at South Seas Club - Marco's only Gated Community with Beach & Boating Access.This unit offers a Full Kitchen, Dining Room, Living Room, and Lanai, with Tennis Courts, Pickle Ball, & Beachfront Pool. 9th Floor Unit overlooks...

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Featured review

"Can’t beat the view!"

Stayed in this unit two weeks ago on the advice of Len Bubri. Wonderful view, clean and well decorated Condo. We love the South Seas Club! Easy walk to the beach and great lanai for afternoons out of the...

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$181
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Prime location, being only two minutes walk to Siesta Beach entrance from this attractive three bedroom, two bath florida ranch! You live around the ground level pool with large patio doors openings from the two living areas and kitchen/dinning area. The home has been freshened with a very nice decor...

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Featured review

"Fantastic place"

This home is absolutely beautiful and spotless! Has every amenity you could want and is so close to the beach! Working with the host was very easy and very accommodating. You would totally enjoy this stay,...

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$509
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...

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$100
avg per night
Cape Coral Villa
Sleeps 12, 4 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Sanibel, Ft Myer's Beach, Lovers Key

Key Amenities

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

About this property

Villa Leonardo has been carefully prepared to have your whole family relaxed and in vacation mode as soon as you walk in the door. Beautiful landscaping sets the stage for a perfectly laid out floor plan set up with everything you need for a great vacation for even the largest group. With plenty of...

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$185
avg per night

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Bonita Springs House
Sleeps 10, 4 bedrooms, 2 bathrooms
27 reviews

Distance to beach: 3 miles to barefoot beach

Key Amenities

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

About this property

Sea la Vie Retreat: Your Coastal Escape Discover your perfect getaway in Bonita Springs!Our spacious 4-bedroom, 2-bathroom home is ideally located just 1.5 miles from the beach, offering easy access to sun, sand, and surf.Relax in style with a heated pool salt right in your backyard. Enjoy the...

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$328
avg per night
Marco Island House
Sleeps 11, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in Marco Island's prestigious ESTATES section this home provides a spectacular lifestyle and boating location along with desirable SOUTHERN EXPOSURE, spacious floor plan, partial VIEWS of ROBERTS BAY, 125' of water frontage, and quick, direct access to the Gulf of Mexico. Enjoy a spacious,...

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$366
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Perfect vacation"

We had a great time on the island. The condo seemed to be completely remodeled. It was comfortable and convenient to the beach, grocery store and restaurants. We like the bottom floor and ready access...

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$124
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - UpscaleLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL 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...

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Featured review

"GREAT!!"

These people are great , have stayed there before and will again.clean good service nice pool right on the gulf.

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$240
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sea Salt special: - 5 min walk to Holmes Beach - Private heated pool, ping pong, outdoor shower - Gas grill (propane included) - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon, & beach umbrella - Parking for 4 vehiclesSea Salt is an updated...

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$306
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
9 reviews

Distance to beach: 17 miles to South Beach, Marco Island

Key Amenities

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

About this property

Gorgeous wide water views and easy water access from this very private, 2300 sq. ft. furnished retreat. This fantastic location affords the ability to stay at home and chill or easily set out for more adventure by land or sea via a provided dock!Marco Island and their stunning beaches is a short easy...

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Featured review

"A million dollar view. !!!!"

This condo was fabulous. 3 beds and 3 baths afforded plenty of room for friends and guest , winter 2025. The pool was always ready for a sunny afternoon. A drink on your private lanai watching the manatees...

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$195
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Indian Rocks Beach

Key Amenities

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

About this property

Escape to our updated, family-friendly oasis just 2 miles from Indian Rocks Beach and 15 minutes to Clearwater Beach. Lounge by the pool in our serene, well-manicured yard, equipped with a heater for cozy winters and a chiller for refreshing summers. Bask in Florida's sunshine and stunning Gulf-side...

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Featured review

"Paradise backyard. Stunning house."

I don't have words to describe how gorgeous and impressive the house is. Super clean and neat from interior to exterior, the backyard with the pool, and all the patio items, tempt you to be there at all...

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$257
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1316 SE 29TH ST Cape Coral, FL, 33904, US LICENCE NO: TBA BUILT IN: 1988 LAST RENOVATED: Paint, landscape MAIN FEATURES:Pool (electronically heated) Gulf access (30min) + boat lift Seperate Office/Gameroom etc....

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$108
avg per night
New
La Belle House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Imagine your morning: coffee in hand, sitting on a porch swing hung from an oak tree, watching turtles surface on the pond below. A rooster crows. A dragonfly hovers. You're on nine acres in South Florida, and there's nowhere you need to be.Flitterbug Farm is a three-bedroom farmhouse retreat....

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$130
avg per night
Captiva Island Cottage
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

⸻Jasmine is a light, airy, two-bedroom, one-and-a-half-bath duplex cottage located on a private street in a private neighborhood, which means no traffic, no noise, and no strangers asking you awkward questions. It’s just ½ block from the beach and a 1½-block walk to Captiva Village,...

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$293
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows...

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$170
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Starfish Cove by Beach Retreats Vacation Rentals ​​​​​​​302 60th Street Holmes Beach, FL 34217 VRC19-000274 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Pool & Spa ​​​​​​​ Pet Friendly This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect...

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Featured review

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy...

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$296
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Make plans with friends and family to the Sunshine State and stay at this beautiful 3-bedroom, 2-bathroom vacation rental in Cape Coral! This sunny home boasts spacious living areas, a private heated pool, screened-in lanai, and much more, making your vacation time more enjoyable. Spend your days relaxing...

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Featured review

"a great rental"

Stayed the month of April 2026. Second time around. Mike and Melanie were great hosts. House is very roomy and laid out with the master on one side and the two bedrooms on the other. With the sliding glass...

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$153
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful 2 bedroom, 2 bath recently updated condo located on the south end of the Island at the Essex Condominium. The condo is well appointed with a king bed in the master with in-suite bathroom with walk-in shower and dual sinks. The guest bedroom has 2 full beds and an adjacent bathroom with single...

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$131
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Experience the contemporary design and modern comfort of this brand-new 3BR 2Bath house, just a few mins from sun-soaked Gulf Coast beaches, tasty restaurants, exciting shops, parks, attractions, and landmarks. To top it all off is the tranquil backyard with the dreamy lake creating a peaceful relaxation...

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$149
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo is located in the extremely desirable active Huntington Lakes, which is just minutes from all of the amazing shops, restaurants and the BEACH! This 2-bedroom condo, is fully FURNISHED and stocked with everything that is needed. It is a gated community with plenty of activities such...

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$75
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

Aqua Blu is a newly remodeled 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day...

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$281
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

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

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$117
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

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

About this property

Paradise Found - with Pool & Hot Tub 401 42nd Street, Holmes Beach, FL 34217 VRC17-000010 5 Bedrooms | 6.5 Bathrooms | Sleeps 12 | Heated Pool & Hot Tub ​​​​​​​ Pet Friendly This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors No cancellation...

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Featured review

"Paradise Found"

We rented this home for time with our kids and grandkids. It worked great! The rooms were spacious and it was great that every room had a bathroom. We had no issues. The kitchen was well stocked. The backyard...

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$575
avg per night
Clearwater Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 0.2 miles to Clearwater Beach

Key Amenities

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

About this property

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

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Featured review

"Spectacular!!!"

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

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$367
avg per night
Marco Island House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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Featured review

"Amazing house"

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

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$406
avg per night
Lutz House
Sleeps 11, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

In Lutz, consider two separate homes, each 3-bedroom 2 bathrooms , one on lakefront with Home 2 only a 5 minute car ride apart. Perfect for a large family or group of friends, with 2 fully equipped kitchens. Each home is fully fenced in with Home 1 on a beautiful fishing lake with its own dock. All properties...

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$756
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Walk in and be wowed — the Gulf of Mexico and sugar-white beaches are right in front of you! The view of the Gulf is across the street, where you'll see some of the best sunsets you'll ever see! It's truly breath-taking, and the best part? You get to experience it all, every day of...

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$190
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 500 feet to Archibald Park's Madeira Beach - Snack Shack

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate coastal escape in our elegant ground-floor 1-bedroom Executive Waterfront Penthouse, perfectly situated in beautiful Madeira Beach. Designed for couples seeking a luxurious and romantic getaway, this exquisite retreat offers easy access—no stairs to navigate with luggage...

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$155
avg per night
Marco Island House
Sleeps 10, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

This 3,200 sq. ft. home under air was custom built and has had many improvements made recently.There are a total of 4 bedrooms, two of which are Master Bedroom Suites with King size beds and private bathrooms. There are a total of 4 full bathrooms. This home boasts 10 and 12 foot ceilings and comes...

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Featured review

"Wonderful"

Our stay at this beautiful home was wonderful. The accommodations fit our needs perfectly. Everything from the layout, location and stunning view made our stay so satisfying we decided to book again but...

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$385
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Craving some Florida sunshine? Book a trip to this canal-front 3-bedroom, 3-bathroom vacation rental house in Cape Coral! With a private dock, a screened-in pool, and 2,600 square feet of living space, this lavish home is sure to impress. This property's location, within 15 minutes of several golf...

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Featured review

"Wonderful stay in a gorgeous house"

Had the pleasure of spending the month of March relaxing by the pool while watching the boats float by This lovely house is well equipped and our family and friends were amazed by all the space ad amenities...

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$200
avg per night
New
Clearwater Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

2 Bedroom, 2 Bathrooms, 1200 sq ft, newly renovated 55+ and older community condo for short-term rental. *** Only 7 minutes (5 km’s) away from Clearwater Beach by car and minutes away from all your basic needs like grocery stores, pharmacy, retailers, etc. Fully furnished with appliances, cookware,...

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$80
avg per night
Marco Island House
Sleeps 12, 6 bedrooms, 9 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterfront tranquility and effortless luxury converge to welcome you to Castillo Mar - one of Marco Island's most spectacular private retreats. Positioned along a peaceful waterway on the island's coveted northern end, this six-bedroom, eight-bathroom masterpiece was designed to celebrate everything...

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$2,555
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BOOK DIRECTLY BELOW BY CLICKING VISIT PROPERTY WEBSITE.STAYCATION 20% from now to September 30, 2026 - use code STAYCA when booking.My Penthouse Paradise may be the nicest one bedroom in the Bonita Beach area! Plus, it is hard to beat the casual, upscale living offered at Bonita Village. This...

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Featured review

"Warm retreat"

Looks lovely...what we're looking for Tropical weather Less traffic congestion Am interested in 3-4 consecutive winter months at a reasonable rate

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$165
avg per night
Naples Condo
Sleeps 6, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...

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$137
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront...

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Featured review

"Beach and ocean waves"

The condo was super nice. The master bedroom mattress was amazing for a rental. So often I feel like they are hard as rocks but this one wasn’t. The second bedroom had similar mattress but they were not...

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$264
avg per night
Last Minute Deal
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space your family. The open concept living area is perfect for entertaining, with a kitchen featuring all new appliances. You can also open...

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Featured review

"Excellent Stay"

Location was perfect! Condo had everything we needed, nicely decorated and clean. Morgan was wonderful to work with. Thanks Morgan!

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$129
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Very Private Pool & Spa! Pets considered please ask us about details.This NEWLY UPDATED beach styled interior will make your vacation time one to remember! The split floorplan is designed for either entertaining or total relaxation with classy tile floors, open gourmet kitchen, solid wood cabinetry,...

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$402
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

2020 Winner of the prestigious Sand Dollar Award Southwest Florida!Entertaining family and friends was a top priority for this investor. The open first floor living area allows for large gatherings and the wall of disappearing slider doors provides an easy transition to the spacious outdoor living...

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$1,223
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Your Dream Vacation Awaits! Whether it's a girl's getaway, a golf trip with friends, a romantic time with your significant other, or a work-from-home experience that feels like a vacation, we have the perfect spot for you! Introducing this stunning, brand-new 2-bedroom, 2-bath condo on the...

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$91
avg per night
New
Fort Myers Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your private Southwest Florida retreat in a gated community of Fort Myers. This fully furnished 3-bedroom, 2-bathroom single-family home offers a large private screened-in pool, comfortable indoor living space, and a convenient location close to Gulf Coast Town Center, RSW Airport, beaches,...

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$210
avg per night
Fort Myers House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

20514 Pebble Glen Drive is a fully furnished, turn-key residence located in the tranquil community of Verdana Village in Estero, Florida. This home features two bedrooms plus a den, two bathrooms, and spans 1,670 square feet. The property offers picturesque lake views from the backyard, enhancing the...

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$135
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Renovated 1BR/1BA condo with all new furniture, tile floors, bathroom, granite kitchen with stainless steel appliances, flat panel TVs, dishwasher, step-in shower, screened lanai, and Wireless Hi-Speed Internet! The resort is on the bay, has 2 pools, 3 Jacuzzis, tennis, and our famous Dolphin Tiki Bar...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect beach getaway! This beautifully renovated 2-bedroom, 2-bathroom condo comfortably sleeps up to 4 guests and offers everything you need for a relaxing coastal escape.The primary bedroom features a luxurious king-size bed and a private ensuite bathroom with a spacious walk-in...

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$129
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family...

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$320
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
avg per night
Palm Harbor Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you NEWLY LISTED MAIDSTONE 2725 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn...

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Featured review

"Great Resort"

Innisbrook is a very relaxing resort, our unit had a nice view, was very clean & Brian M. was very helpful for a minor plumbing issue. Overall a great experience , we will return Thanks Bruce D

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$107
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 2 Bedroom, 2 Bathroom Crescent Beach Club vacation home is located directly on the beachfront of Sand Key Beach, which is just a ½ mile south of the famous Clearwater Beach. The condo's balcony offers stunning panoramic views of the Gulf, while the interior of the unit is comfortably...

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$175
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.1 miles to Indian Shores Beach Access

Key Amenities

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

About this property

Attention! Our building is currently undergoing an exterior remodeling project until fall of 2026. Please reach out with any questions about what is going on before you book!Welcome to your perfect coastal escape in Indian Shores! This beautifully updated 2-bedroom, 2-bath condo offers the ideal blend...

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Featured review

"Spring Break 2026"

We had a great time! The brand new renovations were perfect. This condo didn't feel like a rental, it felt like home. The condo had everything we needed! The views from the condo were amazing. Our family...

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$209
avg per night
Siesta Key House
Sleeps 7, 3 bedrooms, 3.5 bathrooms
5 reviews

Key Amenities

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

About this property

Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views from inside and outside and have a private access...

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Featured review

"Siesta Key Rental"

Our family had the best vacation together at our rental home on Siesta Key. Carole is an awesome landlord providing many amenities and comforts that made our stay feel like home. Will definitely return.

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$365
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.