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Florida Gulf Coast Vacation Rentals

(3853 rentals)
New
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Quiet, peaceful getaway in nice, centrally located Venice Gardens neighborhood. Comfortable beachy decor. Heated pool with large covered patio. Gas grill. Overlooks Claw Lake. 2 master bedrooms on separate sides of house, both with full baths and large closets. 2 Living rooms. 10-15 minutes from beaches...

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Featured review

"Peace"

Living in the Northeast in the winter prompted me to try to find a warm, sunny and peaceful place to decompress. Dave’s home in Venice was exactly what I was hoping to find. This home has everything...

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$145
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Reef Romance special: - Concierge Collection Property - Golf cart included! - Three houses from beautiful beaches on Anna Maria - Heated pool / separate covered spa, outdoor shower - Grill (propane included) - Putt-putt golf - Professional Linen Services - Complimentary...

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$769
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Delnor Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this centrally located 3 bed 2 bath coach style condo. Charleston Square is a small community located in Imperial Golf Estates. Our condo overlooks the prestigious Gomez Tennis Academy. We're also just a few minutes to Wiggins Pass Beach State Park, Barefoot Beach, and Bonita Beach. Very close...

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$106
avg per night
Indian Rocks Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Indian Rocks Beach- 2 minute walk

Key Amenities

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

About this property

Book EARLY to secure your vacation! Rare high season opening at this waterfront beach home — walk to Indian Rocks Beach and enjoy private dock access! Welcome to your private coastal getaway! This fully renovated 3-bedroom, 2-bath single family home is perfectly located on the Intracoastal Waterway—just...

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$300
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

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

About this property

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

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$571
avg per night

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Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Cheerful Serenity – Luxury Waterfront Oasis on Perico Bayou with Pool, Dock & Sunset ViewsWelcome to Cheerful Serenity, a cheerful 3 bedroom, 2 bathroom waterfront escape with unforgettable sunset views over Perico Bayou. This serene cul-de-sac location feels worlds away yet keeps you close...

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$344
avg per night
Naples Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...

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Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...

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$233
avg per night
Gulfport House
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

We can't explain why guests say they relax the minute they enter Dolphin House.Maybe it’s because the cheerful coastal vibe reminds them that they’ve finally made their escape to the beach. Or because comfortable furnishings and sun-filled spaces make this rental truly feel like home....

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Featured review

"Outstanding"

We loved the Dolphin House and found it to be perfect- so clean and well planned- everything was there that we needed and all was immaculate. I loved staying there!

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$171
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Service Park

Key Amenities

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

About this property

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

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$289
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Bright, airy, comfortable vacation rental located on the second floor with easy elevator access and beautiful beach views. The condo boasts three large flat screen televisions, full size washer and dryer, along with a king master bed, two twin guest room beds and a queen sleep sofa which has been upgraded...

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$262
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Sunshine Cove welcomes you to beautiful SW Florida! Our home is centrally located, close to restaurants, shopping, beaches, eco preserves, & so much more! Relax in our spacious lanai & enjoy our heated pool with a removable safety fence. Come hang out in our garage game room & play air hockey,...

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Featured review

"Sunshine Cove was a beautiful home and a great place to relax, in a quiet neighborhood!"

The home was exactly as shown! The kitchen was well stocked to meet our every need. The pool and lanai were amazing and perfect for evening swims for our grandchildren! Would stay here again!

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$151
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$288
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Sands of Marco"

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

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$143
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool

About this property

Discover the perfect short-term rental in the heart of one of Florida’s most vibrant communities. This beautifully furnished 3-bedroom, 2-bathroom condo offers modern comfort, luxury, and convenience—ideal for vacationers, snowbirds, or anyone seeking a serene retreat. Located on a Golf course,...

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Featured review

"Excellent Condo"

Great shape, nice view, quiet, almost new. Fully recommended. Excellent support by renter and his staff.

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$100
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recently Renovated!Welcome to your perfect beach retreat! This beautifully renovated 2 bedroom/2 bathroom condo offers fresh charm with brand new stainless steel appliances, new flooring, and stylish new furniture and decor throughout. Every detail has been thoughtfully updated, and you get to be...

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$195
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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$67
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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$829
avg per night
New
Venice House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your South Venice vacation rental retreat — a beautifully maintained private pool home in Venice, Florida, perfectly located near Gulf Coast beaches, downtown Venice, and outdoor attractions. This pet-friendly vacation rental offers 3 bedrooms, 2 bathrooms, and comfortably sleeps up to...

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Featured review

"Perfect family getaway with a great pool"

We had a great stay at Oasis on Nightingale. The house is in a really quiet neighborhood, which made it easy to relax after long days out exploring Venice. It’s only about a 10 minute drive to the beach,...

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$317
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunshine Rays: • Private pool + spa (heated upon request for additional fee) • Fully fenced backyard — pet friendly (fee applies) • Spacious 3BR home with 2 living areas • Peaceful pond views from backyard • Minutes to Anna Maria Island beaches •...

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$199
avg per night
Largo House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Immerse yourself in the beachy bliss of the Coral Beach Bungalow, a stunning 4-bedroom, 2-bath vacation home designed for those who crave the ultimate getaway filled with Sun, Sand, and Sunsets!!! Ideal for families or groups, this luxurious and spacious getaway promises relaxation and adventure in equal...

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Featured review

"Clean, comfortable, well appointed"

We held a 4 day family reunion at this location - 5 adults and 4 children under the age of 5. The home is what you would expect if you borrowed it from a favorite aunt; the kitchen is fully appointed with...

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$299
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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$212
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

Penthouse Sundeck | Waterview | Tennis Courts & Pickleball | Private Washer & DryerALERT: There will be construction from approximately January 2026 - September 2026 that may impact amenities and experience. During this time there may be increased noise and construction activity and possible...

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$156
avg per night
Clearwater House
Sleeps 14, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

- Heated Saltwater Pool (8+ ft deep) with lounge chairs & covered lanai - 5 Bedrooms / 3 Baths – sleeps large groups, perfect for 2–3 families - 3 King Suites + fun bunk rooms for kids - Spa-Like Owner’s Suite with soaking tub & rainfall shower - Game Fun – ping pong,...

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Featured review

"Great multi family house!"

Perfect house for 3 families (each couple had a king bed plus a boys bunk room and girls bunk room). Well equipped kitchen and beach gear was nice as well! Kids LOVED the heated pool, it was a highlight...

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$401
avg per night
New
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your beachfront escape on Bradenton Beach. As you walk into this second-floor condo, your eyes are immediately drawn straight ahead to the breathtaking views of the white, sandy shoreline and sparkling Gulf waters, an unforgettable first impression that sets the tone for your entire stay.Anna...

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$287
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 1/15/25. The Isles of Capri is a small quiet island right...

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$83
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 10/10/25 WITH A CHECK-IN DATE AFTER 1/17/26! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional...

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Featured review

"Nice house"

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach...

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$379
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

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$500
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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$192
avg per night
Naples House
Sleeps 11, 4 bedrooms, 4 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

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

About this property

This property has over 200 5 star reviews on other well known vacation websites. We are advertising this property here as an alternative to the other vacation websites.Closest To Beach Main House & Separate Villa 4 Bdrm , Huge Pool. Walk To Beach Best Value In Naples: We are local year round...

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$300
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.9 miles to Siesta key

Key Amenities

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

About this property

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

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Featured review

"Definitely more than 5 stars for this property"

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

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$307
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
58 reviews

Distance to beach: 9 yards to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Dog Brewing Company,...

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Featured review

"Spring Break Trip"

The location of this unit is perfect. Walking distance or a short drive to anything you need. The unit is clean and updated nicely. Gayl is easy to work with and makes the process smooth. We’ve been to...

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

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...

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$200
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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$148
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Cape Coral Yacht Club

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: Cape Coral, FLMAIN FEATURES: Pet Friendly Private Heated Pool Pool Fence Pool Cage Sun Loungers Pool Toys Privacy Fence Outdoor GrillBEACH FRIENDLY: Beach Chairs Umbrella Beach Towels Provided Cooler Sand ToysLIVING...

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$150
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

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

About this property

Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches.  ...

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Featured review

"Wonderful place to spend the winter!"

Kellygreens Golf Club is wonderful and Julia's condo provided us with all we needed to really enjoy our time in Fort Myers! Golfing there is so much fun and the nearby beaches are beautiful!

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$136
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

VillaMar is a privately owned waterfront home created for life on Cape Coral's waterways. With direct Gulf and river access, a private dock, and a pool overlooking the canal, the home reflects a simple philosophy: comfort, quality, and space to gather by the water. Whether setting out by boat, exploring...

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Featured review

"Perfect Family Getaway on the Canal!"

Our family of six had a wonderful three-day, two-night stay at this beautiful canal-front home. The house was comfortably furnished with three spacious bedrooms and offered the perfect setup for our family...

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$200
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Naples Pier and Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...

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Featured review

"Wonderful Rental Condo In Naples, Florida"

Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...

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$195
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine new heated saltwater pool with a spillover spa and sun ledge, outdoor living and dining space, pool toys and lawn games. The updated 3 bedroom, 2 bath interior is bright and spacious,...

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Featured review

"Family vacation, great pool"

The pool and hot tub was definitely the highlight of this place. The second place award goes to the large wifi/TV that allowed us to view some family videos from our laptop onto the big screen, as well...

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$334
avg per night
Naples Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...

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$133
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

Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open-floor plan, 2 bedrooms/2 bathrooms, as well as a sheltered lanai with views out to the lush tropical garden and is only steps...

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Featured review

"Fantastic area"

The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.

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$186
avg per night
St. Pete Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your dream rental on St. Pete Beach! Freshly remodeled from top to bottom, this stunning 2-bedroom, 2-bath waterfront home offers the perfect blend of modern comfort and relaxed Florida vibes.Step inside to discover all-new flooring, a custom kitchen with quartz countertops, sleek stainless...

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$321
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

A three-minute walk with easy access to the sugar sand beach on the famous Anna Maria Island. This newly remodeled, pet-friendly home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria HIdeaway lies within a stone's throw from the trolley...

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Featured review

"great location"

We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.

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$256
avg per night
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 200 yards to Across the street

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our unit did not get damaged in the hurricane. Just a crack in the ceiling. Pool and spa are open. Elevator is repaired. WIFI, Cable, everything works. We have a dock slip available. Several restaurants are now open up island. The beach is open, Cleaned up, Publix and the two restaurants behind it are...

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Featured review

"Paradise on the beach"

Very nice rental near all the amenities and great pool area. Close to everything within walking distance.Very clean and friendly owners willing to accommodate your very need!!Will go again!!

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$288
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$815
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$167
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

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

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$262
avg per night
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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$95
avg per night
Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Starfish Isle by Beach Retreats Vacation Rentals 5803 Holmes Blvd Holmes Beach, FL 34217 VRC 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub Pet Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighborsAt 4 bedrooms and 3 full bathrooms,...

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Featured review

"Wonderful, Clean home with pool!"

The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool...

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$556
avg per night
Indian Shores Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

"Tidal Zone" | Quiet Intracoastal | Heated Pool | Fishing DockThis beautifully updated Intracoastal condo is located in the highly sought-after Sea Club Resort, a resort-style building offering a wealth of amenities including a private fishing dock, heated pool, shuffleboard, and BBQ grills....

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$144
avg per night
Anna Maria Island Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....

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$329
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.