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Florida Gulf Coast Vacation Rentals

(3917 rentals)
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VRC19-000071 Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful Anna Maria Island. This 2-bedroom, 2-bathroom condominium offers all the charm and comforts you will come to expect from a Salty Mermaid Vacation Rental....

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$290
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sandcastle By The Sea special: Holmes Beach on Anna Maria Island - Short walk to Gulf Beaches Spacious heated pool / spa Outdoor seating including a fire pit Gas grill (propane included) Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach...

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$318
avg per night
New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottages boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$89
avg per night
Anna Maria Island Townhome
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure...

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Featured review

"close to white sandy beach"

Everything you would need for a beach vacation. The beach front cafe had live entertainment nightly, a perfect place for sunsets.

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$125
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 1 miles to Vanderbilt & Delnor Wiggins

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen at just $22,500/month in-season. Spanning the entire side of the building and exclusive to this unit, the terrace is perfect for entertaining...

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$583
avg per night

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Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Pet friendly
  • Private pool

About this property

NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...

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Featured review

"Lovely views, great location"

Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome....

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$191
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Barefoot Beach

Key Amenities

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

About this property

Bonita Village is a luxury gated condominium community located in beautiful Bonita Springs, Florida just minutes from some of the best beaches in the world. With both our large Resort Pool and tranquil Quiet Pool, relaxation is all but guaranteed! Fancy a workout? Our Island House Clubhouse offers a state-of-the-art...

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Featured review

"Perfect Atmosphere"

Spent two weeks in Bonita Village condo and didn’t want to leave. Friendly guests, owners and staff made us feel welcome. Pool and bar plus 5 minute shuttle service to Barefoot Beach make this an ideal...

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$262
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 7 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Our three bedroomed detached home is ideally situated in a quiet and secure Bonita Springs neighborhood close to everything the area has to offer. It benefits from a large corner plot and is surrounded by mature palms that provide a relaxing environment in which to enjoy the large, south-facing and fully-screened...

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Featured review

"Great pool area"

Fully equipped, clean well appointed house. Very helpful caretakers. Cleaning lady found jewelry that was left behind and was returned to me. Washing machine broke but was fixed the next day! Sadly the...

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$358
avg per night
Anna Maria Island Bungalow
Sleeps 4, 1 bedroom, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

VRC16-000680 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit B.Unit B: Visit Unit BWelcome to “The Magic Dolphin A” an elevated vacation rental located on the...

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Featured review

"Magic Dolphin A"

We had a wonderful stay at Magic Dolphin A. The unit was very clean and well maintained, which made settling in easy and comfortable. The beds were especially cozy- we slept great throughout our trip.It...

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$239
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you'll find a bright and modern space with all the comforts of home....

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$155
avg per night
New
Siesta Key Villa
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy a relaxing stay at this simple yet cozy 2-bedroom, 1.5-bathroom villa located just minutes from the beach. Perfect for families, couples, or small groups, this comfortable space offers everything you need for a stress-free getaway. The primary bedroom features a comfortable king-size bed, while...

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$243
avg per night
Clearwater House
Sleeps 8, 3 bedrooms, 2 bathrooms
36 reviews

Key Amenities

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

About this property

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

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Featured review

"A & K's Excellent Clearwater Adventure"

We really enjoyed our stay at the Clearwater Cabana. The screened in pool and temperature of a pool were awesome. Are rooms are very comfortable. The house is about 15 minutes from Clearwater Beach. The...

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$199
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
22 reviews

Distance to beach: 10 miles to north lido beach

Key Amenities

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

About this property

**boat rental available, please search "life is good today pontoon rentals bradenton beach" to see prices** This gorgeous oasis creates the perfect Florida vacation! The private dock leads to the crystal blue waters of the Sarasota Bay that is filled with dolphins, manatees, and gorgeous sandbars....

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Featured review

"Just what we needed"

Had the best vacation!!! Location of the house was central to many beaches, restaurants and shopping! The pool was relaxing (pool floats were provided) the hot tub was even better. Beds were comfy. Beach...

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$228
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

THE POOLIS OPEN! Beautiful remodeled two-bedroom, two bath condo with all new furniture. New updated kitchen and baths. King bed in master bedroom and queen bed in 2nd bedroom. Laundry on site. Screened in Lanai with Table and chairs for 4 people. Kitchen fully equipped with coffee maker for pods and...

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Featured review

"Best get-away at Sue's place!"

My two grown daughters and I spent a week at Sue's place for a "ladies only" trip. The condo had everything we needed, and we had an awesome week. The weather cooperated (normal Florida summer heat, but...

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$267
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You will absolutely fall in love with this cozy condo located in the heart of Naples. Enjoy relaxing in your home away from home, in this highly desirable area, located close to some of Naples best beaches, best shopping, and popular restaurants. This condo is tucked away in a beautiful neighborhood where...

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$244
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience Coastal Comfort at The Somerset – Unit 512 The Somerset is perfectly situated in one of the most desirable locations on the island. As one of the few buildings offering weekly rentals, it combines convenience with breathtaking beachfront living. Just steps from the sand, your private...

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$495
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

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

About this property

Villa Haze is equipped with everything you need to make your holiday unforgettable.It is located in a very quiet residential area and stores, restaurants and points of interest are easily reachable.Our villa has three bedrooms, two bathrooms, a solar heated private pool with lots of privacy and...

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Featured review

"Wonderful Villa Haze, Cape Coral"

The house is very nice and well equipped with everything you need to feel comfortable. An initial briefing is also offered to explain how things work, if necessary. Shopping facilities and great restaurants...

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$202
avg per night
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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$117
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 6 miles to Naples City Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Positioned on one of the largest lots in Glen Eagle, the house has over 2,300 square feet living space, enough for the entire family! The house has 3 bedrooms and 3 full bathrooms, spacious living room, separate dining room. The kitchen has granite counter tops with large island and breakfast bar. The...

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Featured review

"Hidden Gem!"

"We had a spectacular seasonal stay at this beautiful, large home! The spacious layout was perfect for our group, giving everyone plenty of room to spread out and relax. We actually rented seasonally for...

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$182
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

LOCATED ON THE WIDEST CANAL IN CONNERS OF VANDERBILT BEACH, WITH AMAZING VIEWS FROM (liv, dining, kitchen, main bedroom and family room) - Resort style living for your winter vacation in Naples. Be ready to enjoy every amenity and all the attractions nearby.AMAZING OUTDOORS: Three terraced outdoor...

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$547
avg per night
New
Fort Myers Beach Apartment
Sleeps 5, 1 bedroom, 1 bathroom
19 reviews

Key Amenities

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

About this property

Relax with a tranquil getaway. It's a lovely 1-king & 1-queen cabinet bed in living room(memory foam mattresses) 1 bath unit with a fully equipped kitchen. Balcony looks directly on the ocean.The unit faces west, for incredible, sunsets from your balcony and it's in the shade from hot...

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$107
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Million dollar unobstructed gulf views from this unit await your arrival at the recently renovated Tradewinds of Marco, a secured entry property. Enjoy the warm sands, turquoise waters, and sunsets that leave you breathless. Marco Island is located in Southwest Florida and this tropical paradise makes...

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Featured review

"Amazing stay, Amazing location"

This unit is amazing! This is our second stay here and I have to say it is always so beautiful. The views are unreal and the unit is so clean and has everything you need to experience Marco at it's best....

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$387
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Serenity on the Sound. 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...

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$286
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
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit with northwest view from 2nd floor lanai. Upgrades include a washer and dryer. Designer decor for the discriminating traveler.Bring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of...

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$260
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Barefoot Cove, the enchanting villa where your dream vacation becomes a reality! This charming property has been a longstanding favorite for travelers seeking a unique and welcoming atmosphere. With a strong focus on comfort and relaxation, you'll find that this home has everything you...

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$295
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$124
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your ideal getaway at just $7,500/month in season! This beautifully appointed 3-bedroom, 2-bath condo is nestled in the highly desirable Beachwalk community in Naples, FL. Situated just half a mile from the pristine white sands and turquoise waters of the Gulf, and only 1.5 miles from the upscale...

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$177
avg per night
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

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$84
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Manatee Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...

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Featured review

"Fabulous stay on Anna Maria Island"

This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...

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$185
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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$190
avg per night
Punta Gorda Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Paradise Cove in Heritage Landing Golf and Country Club, Punta Gorda, Florida! Experience the perfect getaway in this beautifully furnished 2-bedroom oasis, complete with a den featuring a convenient sofa sleeper, accommodating up to 6 guests. Whether you’re here to relax or explore,...

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$155
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This cozy and beautifully updated 2-bedroom, 2-bath condo offers a bright, open floor plan and all the comforts of home - plus a few extras to make your stay unforgettable. After a sun-soaked day at the beach, unwind on the private lanai, the perfect spot to relax and enjoy time with loved ones. Runaway...

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Featured review

"Excellent location. Clean room"

Location in a gated community. Pretty much had the elevator to our selves. Down side was the elevator broke the day we were leaving and had to haul everything down 4 flights of stairs. But had a nice beach.

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$145
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can...

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Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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$330
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience Your Private Slice of Southwest Florida ParadiseTucked away in the peaceful Palmetto Pines neighborhood of Cape Coral, this home is all about that true Southwest Florida lifestyle—sunshine, space, and effortless indoor-outdoor living. From the moment you arrive, you're greeted...

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$125
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

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$1,689
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Dolphin Villa — a relaxing 3BR/2BA private pool home in SE Cape Coral, perfect for families, couples, or friends seeking a laid-back Florida escape. Enjoy stylish interiors, indoor-outdoor living, and great summer value in a quiet, convenient location.The space ⭐ Highlights of...

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$211
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

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

About this property

Come and enjoy our newly renovated 2 bedroom 2 bath condo. This condo is located on the second hole and has spectacular water and golf course views. This third floor two king bed unit with brand new kitchen, living room and bathrooms. Kelly Green's amenities include tennis courts, pool, hot tub,...

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Featured review

"Amazing stay!"

We had an incredible stay in Fort Myers. The condo was beautiful and clean and the amenities were perfect! we can’t wait to come back!

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$119
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Located on Vanderbilt Bay at $4,000/week, this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, renovations come together to deliver a tranquil and welcoming sense steeped...

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$384
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...

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Featured review

"Gorgeous Condo in Highly Desired Location"

From the time we first contacted Kevin till the day of check out Kevin always responded to inquiries within minutes. Check in was smooth and we loved the location. A short walk to the beach and super close...

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$384
avg per night
Fort Myers House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Imagine walking into a bright, open space filled with natural light, where the boundaries between indoors and outdoors seem to disappear. That's the magic of our home's modern open layout. Step out onto the patio and you'll find yourself drawn to the inviting plunge pool, perfectly positioned...

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$1,145
avg per night
Hernando Beach House
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Key Amenities

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

About this property

Hernando Hideaway | Waterfront Gulf-Access RetreatEscape to Hernando Hideaway, a luxury waterfront home designed for families, boaters, and unforgettable coastal getaways.Located on one of the few canals with quick, direct Gulf access, you can launch your boat and reach open water within minutes...

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Featured review

"The most thoughtfully prepared Rental"

This was the most amazing and needed vacation in years! This Airbnb has more comforts of home than home does! There is everything you could possibly need and want and more. I can’t say enough good things...

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$319
avg per night
Cape Coral Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing opportunity. One of a kind! Conveniently located downtown Cape Coral, waterfront 2 large bedrooms, two full baths fully furnished and with a large glassed-in lanai overlooking the private and heated pool/boat dock on a large navigable canal. Unit has fully updated kitchen with granite counters,...

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$92
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...

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Featured review

"Sun plaza west unit 215"

One of the best sunsets views on Ami clean well maintained condo, the grounds have been updated the tenants are wonderful we look forward to coming back every year

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$264
avg per night
Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE APRIL AND MAY 2027!This is a truly fantastic condominium located in the new Wellen Park Golf & Country Club in Venice. Situated on the first floor, it features two bedrooms and two full bathrooms. The spacious layout comfortably accommodates two adults in each bedroom, with ample space...

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Featured review

"Loved our stay!"

We had such a nice time! The community was beautiful and having all the amenities right there was amazing. Open play pickleball was crazy busy but they kept it pretty organized. There was some confusion...

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$170
avg per night
Fort Myers Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 15 miles to FT. MYERS BEACH

Key Amenities

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

About this property

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

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$168
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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$300
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Pelican Paradise | SW Cape Coral 3BR Pool Home Near Sun Splash WaterparkEscape to Pelican Paradise, your sunny retreat in beautiful Southwest Cape Coral! This bright and stylish 3-bedroom, 2-bathroom pool home featuring a game room is the perfect getaway for families, couples, or snowbirds...

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$286
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 which...

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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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$242
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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$269
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.