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Florida Gulf Coast Vacation Rentals

(3852 rentals)
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to a bit of heaven!A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach!As you travel...

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$240
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southeast-facing...

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Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed...

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$262
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with queen sleeper in the living room, upgraded baths, and a collection of movies on DVD and VCR. The stereo can play an iPod, CD’s, radio and even a cassette.Bring your boat...

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$240
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 19th floor Gulfview condo is the perfect relaxing getaway for your vacation. Beautifully and completely renovated, just come and enjoy the beach lifestyle and see the gorgeous sunsets right from the balcony. The condo is light and bright, and the interior walls have been angled to take advantage...

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$162
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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Featured review

"Great location & canal view"

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

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$166
avg per night

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Gulfport House
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of Gulfport’s vibrant Waterfront District.With a parlor-style living space and private, tropical patio, there’s no shortage of spaces to relax. And you’ll do so in...

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$75
avg per night
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$536
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
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.

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$133
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$496
avg per night
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is July 19, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers...

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Featured review

"Stunning Views"

My husband and I had a wonderful month long stay at this lovely condo. The views were simply stunning from both the balcony that looks out at the Gulf or preparing a meal in the fully stocked kitchen with...

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$136
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your piece of paradise in Punta Gorda’s coveted gated community, Heritage Landing Golf & Country Club. This pristine 2-bedroom, 2-bathroom Arbor model condo offers the ultimate Florida resort lifestyle, complete with a membership transfer that grants you full access to the club’s...

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$100
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Just pack your clothes, sit back and enjoy your vacation in this 3 bedroom 3 bathroom home plus den located on a fresh water canal. This beautiful villa is located in a quiet residential neighborhood and features a grand open floor plan with sliding glass doors which open to the spacious lanai and electrically...

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Featured review

"Cape Coral"

This house was a wonderful place to vacation. Lots of room, beautiful view. I would recommend it to anyone.

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$140
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Blue SeasBlue Seas is a large four bedroom with den and three full bathroom vacation villa situated in the highly desirable NW Cape. The home is centrally located within minutes to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have come...

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$123
avg per night
Port Charlotte House
Sleeps 12, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Port Charlotte Beach Park

Key Amenities

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

About this property

Memories await at "Latitude Adjustment" - our vacation home! This nicely updated, open concept, spacious home offers endless entertainment with year-round heated pool, large lanai equipped to lounge, grill and soak in the day or night... quick Gulf access, private dock with 10K boat lift, kayaks...

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Featured review

"Just What We Needed"

We booked less than 2 weeks before our stay and the process was simple. We arrived to a clean and welcoming house. My son enjoyed the pool and pool table. He also enjoyed the beach ambiance through out....

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$214
avg per night
Special Offer
Treasure Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
24 reviews

Key Amenities

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

About this property

THE PERFECT BEACH ESCAPE IN TREASURE ISLANDIf you're dreaming of breathtaking sunsets, soft white sand, and the calming sound of waves just outside your door, this beachfront condo on Sunset Beach is the ideal coastal retreat. Located directly on the Gulf of Mexico with direct beach access, it...

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Featured review

"Memorial weekend"

We had the most relaxing time in this condo. The sunset views were beautiful, easy walking access to the Gulf. Short distance to Ka'tiki and Caddy's. Also very quiet part of Sunset beach. The condo was...

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$211
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 30 feet to Turtle Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Are you ready to stay directly on the water? The sunsets are beautiful and the Gulf is so refreshing. We look forward to hosting you and your guests!Within just a few feet of the shore, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather...

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Featured review

"Heaven on Earth"

Wonderful unit it was so well stocked and all accommodations we very good. we had brought a boat and everything needed was there. great vacation spot . Will come back again.

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$240
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Partial Ocean Views | Many Beds | Perfect for FamiliesEnjoy a private balcony with partial ocean views, perfect for relaxing and watching colorful Gulf Coast sunsets. The building includes a spacious pool deck with a heated pool, hot tub, lounge chairs, umbrellas, tables, and gas grills. Guests have...

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Featured review

"Beach Cottage -,1404"

Had a nice stay at Beach Cottages 1404. Condo has beautiful new flooring throughout and newly renovated bathrooms and kitchen. Furniture was dated but in good shape. Balcony furniture was older but functional....

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$155
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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$130
avg per night
Fort Myers Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Bunge Beach

Key Amenities

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

About this property

Discover this like new 2-bedroom home in Fort Myers. This modular home features 1 queen bed and 2 twin bed, perfect for an escape from the winter cold. With resort amenities like the heated swimming pool, pickleball courts , tennis courts bocce ball and horseshoe courts there will be plenty to do within...

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Featured review

"Great stay and great location."

We enjoyed a month-long stay in this home during January of 2026. The home was comfortable and met our needs with good kitchen appliances and washer/dryer and some beach supplies. The bikes were appreciated...

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$128
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
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A beautifully renovated condo nestled along the bay, exuding coastal elegance at just $14,000/month in-season. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west...

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$208
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

High demand, upgraded, first floor, corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offers plenty of privacy and direct beach access. The washer and dryer is included by the kitchen. Unit has comfortable furnishings for families or couples and lovely tile throughout....

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$240
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Harbor Isle Fir. This Outstanding Penthouse condo is in the gated community of One Particular Harbour. Enjoy spectacular sunrise and sunset views. This luxurious property is located only minutes, less than a mile from the powdered sand beaches of Anna Maria Island. This property suffered no...

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Featured review

"Habor Isle"

The condo was great, glad it had 3 bathrooms and 3 bedrooms. The property is close enough to the beach without much problem. Also enjoyed the pool and amenities at the resort.

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$285
avg per night
Bradenton House
Sleeps 12, 5 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bay House Retreat by Beach Retreats Vacation RentalsSarasota Bayfront – Near IMG Academy & Downtown Sarasota 5 Bedrooms | 4 Bathrooms | Sleeps 12 | Heated Saltwater Pool | 2 Private DocksWelcome to Bay House Retreat, a luxurious bayfront escape offering over 4,000 sq. ft. of comfort...

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Featured review

"Beautiful Place"

Four siblings and their spouses enjoyed this spacious home for a week. Right at the water’s edge, with a great pool and spa, it was like a self-contained resort of its own. The views of sunrise and...

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$528
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa Terracotta, a luxurious vacation destination nestled in a serene residential area. This exquisite villa boasts a spacious layout featuring 6 beautifully appointed bedrooms and 5 bathrooms, perfect for accommodating families and friend groups seeking a tranquil escape. The moment you enter,...

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Featured review

"Well worth the expense"

My family & I stayed at Villa Terricotta for 21 days this month & what a beautiful time was had by all. The pictures do not do it justice. They are beautiful but the experience of being there with all that...

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$765
avg per night
New
Lake Suzy Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

TURNKEY FURNISHED SEASONAL RENTAL- WATERFRONT* WATERFRONT * 2-BEDROOMS, 2-BATH * UPDATED KITCHEN- STAINLESS STEEL APPLIANCES, GRANITE COUNTERS * SCREENED IN LANAI / BALCONY * APPROXIMATELY 15 MIN DRIVE TO DOWNTOWN PUNTA GORDA * CLOSE TO SHOPPING, DINING, GOLF COURSES ETC. * LESS THAN 5 MIN TO...

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$118
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Don´t miss the Video Tour! Villa Palaco Grande is located on a wide canal - 5 min to Caloosahatchee river. The pool area with Hot Tub is facing south with sun all day on the patio with views of the canal.Please observe the owner have had their cat and a dog in the house.The Cape Coral vacation...

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$196
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.2 miles to Marco Island South Public Beach Access

Key Amenities

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

About this property

Our spacious ground floor condo has all the room and amenities you'll need for your Marco Island retreat just steps away from the beach. The large fully equipped kitchen will let you cook together as a family or a couple that likes room! The common space is also tremendous with views off the lanai...

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Featured review

"Great property"

We stayed for two months and loved the property that is well equipped and very quiet. Close to the pool and a short walk to south beach. The owner is a communicator and our stay with easy and comfortable....

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$139
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Enjoy resort style amenities in newly constructed 2nd floor condo. Master bedroom with king bed, TV, walk-in closet and and own bathroom with 2 sinks. Second bedroom has queen bed, large closet, TV and bathroom across hall. This open concept, newly furnished resort style rental has a front airy Lenai...

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$103
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Heated Pool and Spa IncludedEscape to paradise at our spacious four-bedroom house, perfectly nestled in the heart of Marco Island. Ideal for families or groups, this beautifully appointed home combines comfort with coastal charm.The Space: Enjoy ample natural light in the open-concept living...

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$450
avg per night
Punta Gorda House
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 5 miles to Port Charlotte

Key Amenities

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

About this property

Amazing Tropical Paradise close to restaurant's, clubs, shopping, activities and beach's. The private backyard of this home is difficult to describe with photographs; truly a very unique PRIVATE OASIS which you have to see to believe. Location' Location' Location'The Home,...

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Featured review

"Vacation paradise"

We had the best time there. Spent most of our time fishing off the dock, swimming in the pool and cooking on the grill! It is truly beautiful! The house is well kept and very clean. If you have any questions...

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$177
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
Cape Coral House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to BluewaterBluewater is a modern designed tour-bedroom four full bathroom luxury Villa with amazing amenities, modern upgrades on an unique southern facing lot with gulf access canal. Bluewater is situated in the highly desirable SW Cape. Walking distance to Surfside Shops, close to many...

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Featured review

"Exceptional"

We have rented this house twice now . From the moment you walk in it's breathtaking. Everything is pristine and clean. I'm in love with this house.

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$286
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Modern Escape, a sophisticated and inviting vacation rental that perfectly captures the essence of comfort and relaxation. This beautifully designed canal-front home is the ultimate destination for families and friends looking to create lasting memories. With ample space and luxurious amenities,...

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$205
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to your coastal getaway at Bonita Beach. This stunning 8th-floor end unit in The Egret offers the perfect combination of luxury and relaxation, with direct access to the white sands and breathtaking Gulf views.Now taking reservations for 2027, this beautifully appointed condo accommodates...

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Featured review

"Gorgeous Oceanfront Condo with Private Balcony"

Perfect beachfront location with a recently renovated community center, and pool overlooking the stunning Gulf waters. The condo is impeccably decorated, spacious, very clean and offers you all the amenities...

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$333
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

3 Bedroom/2.5 Bath Town home with a direct view of the beach! Town home directly on the Gulf. Direct Gulf Views from 4 rooms, and 2 large balconies, overlooking the beach. Lush landscaping. Enjoy your meals on the patio overlooking the Gulf. Big swimming pool, NOW HEATED in winter and cooled in summer!...

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Featured review

"Best Beach Vacation Condo!"

We have rented this beautiful condo 3 separate vacations with my family that comes from Russia to visit frequently. The location is absolutely perfect! The beach is pretty much always empty and the pool...

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$320
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

WELCOME to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and...

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$406
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC18-000047 Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$564
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Public Beach, 5000 Gulf Shore Blvd N, Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated condo with the new stainless steel appliances in the best location in Naples, Florida. 3 miles to the beach, very close to great restaurants, Costco, Walmart, Target, Publix, Waterside shops, only 10 minutes to 5th Avenue. Enjoy the club house with resort style community pool, BBQ area, billiards,...

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Featured review

"Wonderful stay"

Enjoyed the month of January in Naples. The rental was very comfortable and well appointed. Mattress was perfect for a great night’s sleep. The balcony view and breeze was pleasant. The community pool...

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$133
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
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
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW MANAGEMENT! Spend your days at the beach, your afternoons by the pool, and your evenings unwinding at Cheerful North Beach Getaway — a peaceful island villa just a three-minute walk from the soft white sands of the Gulf in Holmes Beach on Anna Maria Island.This freshly renovated 2-bedroom,...

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$186
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...

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Featured review

"Spring break stay!"

The house was very clean and nicely laid out. The beds were comfortable and there was enough extra blankets and pillow for everyone. The living room layout was awesome for our larger family of 6. The...

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$139
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the Modern SailorModern Sailor is a cozy fully remodeled three-bedroom, two full bathroom vacation home with amazing conveniences. This bungalow style home which was recently updated is situated close to the desirable Cape Coral Yacht Club area within min. to downtown Cape Coral with Gulf...

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Featured review

"Fantastic pet-friendly home with an amazing pool, dock, and top-notch hosts!"

We had a wonderful stay at this home for 3 weeks waiting for a long term rental. The property was incredibly comfortable and fully equipped with everything we could possibly need, including new appliances...

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$125
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and...

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Featured review

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and...

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

Distance to beach: 1 miles to Naples

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, chaise...

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$600
avg per night
Crystal River House
Sleeps 4, 2 bedrooms, 2 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Home is centrally located between all local activities. Just 10 minutes West to downtown Crystal River - Heritage Village area with unique shops and restaurants. Also Kingsbay/ 3 Sisters Springs. Then just 20 min East to Rainbow Springs. This 1940's home has been updated/restored. Quaint 2...

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Featured review

"Adorable cottage with a great view"

We loved spending relaxing times on the deck. The view through the huge Spanish moss draped Oak is amazing. The place is well decorated and a perfect cottage house. There are also kayaks you can use off...

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$77
avg per night
New
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to "Reflections on the Gulf 504," your beachfront paradise located in the charming town of Indian Rocks Beach! This lovely 2-bed, 2-bath condo offers breathtaking views of the Gulf of Mexico and stunning sunsets that will leave you in awe. With its prime location, luxurious amenities,...

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$162
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterfront Paradise Awaits at Marina Walk!Discover the ultimate coastal escape in this stunning 3-bedroom, 3-bathroom waterfront gem, nestled in the exclusive gated community of Marina Walk at Jimmy Buffet's One Particular Harbor. Perico Island's sought-after retreat is just 1.8 miles from...

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Featured review

"Fantastic vacation"

We had such a fantastic, relaxing holiday staying at Marina Walk. Jeff and Shandra are amazing, super responsive, and they made us feel welcome and at home. The views from our condo over the bay were out...

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$187
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.