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Florida Gulf Coast Vacation Rentals

(3853 rentals)
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful beachview unit on the 3rd floor with lake view and Gulf views. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit. This unit has large beds in both bedrooms. Great for 2 couples. Kitchen recently remodeled and all new windows and doors.The online system...

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$188
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lanai: Get Lazy on the couch or enjoy a bite at the table...the view is always outstanding.! On a cool night, curl up under a cozy blanket; read or just enjoy the view and fresh air.Master Bedroom: Tuck into the King size 4 post bed and watch TV, stream your favorite movie, use the stable internet...

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$193
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$83
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal rentals starting October 2025!CALLING ALL BOATERS AND BEACH LOVERS! Take a look at this fully furnished 2 bed / 2 bath BAY FRONT end unit condo in Little Hickory Bay. Water views from every window! Southwest rear exposure provides stunning views of Little Hickory Bay itself, right from your...

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Featured review

"Little Hickory Stay"

Love this unit!!! Well appointed corner unit. Nice and bright with great view of the back water. Close to the beach, Doc's and Coconut Jack's. Thanks Lynda and Carla!!!

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$150
avg per night
Bonita Springs House
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Vacation the Old-Florida Way is this quaint "Fish House" duplex along the shores of Little Hickory Bay.This vacation rental is a duplex and this 1 bedroom, 1 bath apartment is unit "B" sleeping up to 4 guests. The neighboring apartment is unit "A", sleeps 6, and can...

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$151
avg per night

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Longboat Key Studio
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck and onto the beach. Stay in this 2 bedroom (2 king beds), 2 bath condo . It is on the Gulf Side. Right on the Beach with amazing views. Condo is beautiful and in excellent condition

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$404
avg per night
Spring Hill House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our charming three-bedroom, two-bathroom home, which comfortably sleeps seven guests. Enjoy the luxury of a private heated pool, BBQ, and outdoor seating, . The master suite boasts its own entrance with a view of the pool.Start your mornings right with a cup of joe from our fully equipped...

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Featured review

"Lots of space, ambiance, and awesome host!"

Jess accommodated our short-term request; she is kind, generous, and very responsive! The house and yard were spacious and perfect for us and our four-legged child. The pool was great! The floats and toys...

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$160
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Welcome to The Perfect Blue! Our 2 bedroom/2 bath 1,100 sq ft condo is located in the desirable South Seas Condo Association on the shores of Marco Island, FL. Our condo sleeps 6 and has all new flooring, paint, furnishings and impact sliders and windows throughout! The bedrooms and living room all have...

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Featured review

"The Perfect Choice!"

My wife and I are monthly renters, and we have stayed at three other properties on the beach, as well as two other units at South Seas over the years, and our experience renting this condo was exceptional....

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$183
avg per night
Palm Harbor Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BLUE BUNGALOW is located in a quiet and Peaceful ,Family Friendly and Pet Friendly neighborhood. This Property has a Huge Fenced in Backyard ,great for PETS and Kids with Outdoor seating and Dining area.Brand new Listing with Brand new mattress, luxurious sheets and towels.Immaculate and beautifully designed...

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Featured review

"Blue Bungalow"

We stayed in Blue Bungalow November and December. The hosts were very attentive and wonderful people. The house is in a beautiful safe neighborhood and very convenient to beaches, shopping and restaurants....

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$179
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 15 miles to Fort Myers Beach

Key Amenities

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

About this property

SAFE, QUIET, RELAXING HOME! FOR A PERFECT VACATION GETAWAY!Your perfect Oasis Dream Getaway located near the serene Caloosahatchee River in beautiful Cape Coral awaits your stay. Conveniently situated, our home offers easy access to local attractions. Nestled in a secure and safe community, you can...

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Featured review

"Comfort in Cape Coral"

We enjoyed our stay at this centrally located Cape Coral house. The kitchen was well equipped, the pool a comfortable temperature and we appreciated the spacious master bathroom. Owner was responsive...

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$128
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beachfront corner unit features all tiled floors and new living room furniture. It offers a king bed in the master bedroom, twin beds in the guest bedroom, and a sleeper sofa in the living room suitable for children, not adults. There are flat-screen televisions in both the living room and master...

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$254
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 8th-floor corner condo offers an unbeatable view and comes with 2 bedrooms and 2 bathrooms. The master bedroom has a king bed, the guest room has two twin beds, and the living room features a sleeper sofa perfect for kids. You'll find TVs in the living room and both bedrooms. The unit has tile...

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$256
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Conny, a pleasant south-facing villa on a very large plot with a beautiful view of a small lake. A canoe is also available to explore the lake.Villa Conny was newly renovated and furnished in 2013 and can accommodate six people with two living rooms, three bedrooms and two bathrooms.Let...

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$154
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...

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$89
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Dream Villa Riverview directly on the Caloosahatchee RiverFrom the Villa Riverview is one of the most beautiful views over the River in Cape Coral. An unforgettable experience is when you see the dolphins swim by from the terrace on the River.This villa is an absolute dream, one of the best locations...

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$307
avg per night
Pine Island House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into a truly unique stay! The Sunshine Dome is a charming, one-bedroom retreat built for couples or solo travelers who want to relax, recharge, and reconnect with nature.• A cozy bedroom + 1 bathroom — just right for two guests. • Washer & dryer for your convenience during...

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Punta Gorda Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Amazing"

Such an amazing experience with this condo! The owner is very helpful until the last day of our stay!

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Marco Island Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

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

About this property

Discover a beachfront condo with breathtaking panoramic views of the beach! This unit offers two bedrooms and one and a half bathrooms, complete with a walk-in shower. The master bedroom features a king-sized bed and stunning views of the beach, while the guest bedroom comes equipped with twin beds....

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$242
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This gorgeous villa with 3.580 sqft in the Kings Lake community in Naples offers 3 spacious and elegantly furnished bedrooms (2 bedrooms with king size beds and 1 bedroom with two twin extra lage beds) and 2 ½ bathrooms. The living area with 2 living areas offers an beautiful view of the pool....

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Featured review

"Pleasant surprise!"

We rented this house based on photos and a drive by. When we arrived we were pleasantly surprised to find the house was much larger than it looks. The outdoor space is fantastic. Plenty of outdoor furniture...

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$230
avg per night
Indian Rocks Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your beautiful romantic getaway, located just a short walk from the beach.Please be advised that the condo requires a minimum stay of 29 nights.For stays of 60 days or more, please contact me directly to discuss additional discounts.Also we do price matching.Situated just three...

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Featured review

"Perfect waterfront condo for an unforgettable getaway"

Absolutely magical stay! It felt like a romantic escape to Italy, right on the canal. The views are breathtaking, and the host is incredibly responsive and helpful. Exceptional value for for the money...

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$100
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

**Golf (excluding cart and green fees), pickle ball, tennis, bocce and access to all amenities (fitness center, clubhouse, restaurants, pools) with Membership Transfer. Lessons, clinics, and fitness class fees are additional. **30 day minimum stay required for all bookings**2nd floor luxury condo...

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$151
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...

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$150
avg per night
Palm Harbor Bungalow
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

COZY COASTAL COTTAGE offers a RESORT STYLE LIVING in a Family Friendly ,and PET friendly GATED COMMUNITY. Brand new Listing with Brand new mattress, luxurious sheets and towels.Immaculate and beautifully designed home,with lots of space inside.Come enjoy the HUGE COMMUNITY POOL,Basketball,Tennis,Pickleball,Picnic...

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Featured review

"Great Palm Harbor Florida rental"

We had a fantastic one- month stay at this Florida rental and couldn’t be happier with the experience. From the moment we arrived, it was clear the home was thoughtfully prepared and well stocked with...

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$179
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 200 yards to Siesta Key Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SIESTA SUMMER SAVINGS! UP TO 20% OFF YOUR SUMMER STAY BETWEEN 5/31/25 AND 9/1/25 WHEN BOOKING DIRECTLY ONLINE Online booking: Click link in Host information section of this listing and use promo code Anchor6415 at checkoutWe invite you to stay in our spacious 2 bed 2 bath condo, 'Siesta Chillin',...

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Featured review

"Siesta Central - The Anchorage!!"

We stayed at the Anchorage in unit 305. It faces the city and the inner coastal lagoon. We were treated to a dolphin show one evening when they entered the lagoon searching for food!! This location...

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$197
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The Experience-Enjoy a peaceful escape where nature meets modern comfort. While Fort Myers Beach is in a vibrant stage of recovery, the iconic wildlife and sunsets of Lovers Key remain as breathtaking as ever.Property Highlights: •Panoramic 11th-Floor Views: Sweeping vistas of the Gulf of Mexico,...

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$153
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

***WEEKLY RENTAL*** This beautifully remodeled 1 Bedroom, 1 Bath condo boasts a private beach entrance directly across the street. Enjoy the convenience of an in-unit washer and dryer without additional cost. The condo includes one assigned free parking spot. Accommodations feature a Queen bed in the...

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$171
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features upscale amenities and all the conveniences of home!We help make the most of your vacation by providing FREE Admission to some of the area's top attractions each and every day! Create exciting memories, have...

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Featured review

"Beautiful condo, very conveniently located near beach, shops and restaurants"

This is the third or fourth time we’ve booked with Florida Rentals and iTrip. Dan Papa is wonderful to work with, very responsive, caring and professional. The unit is beautiful, very well equipped,...

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$233
avg per night
Clearwater Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite...

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Featured review

"Exellent"

The location is Amazing -The Pool -Gym-Hot Tub on the doorstep-lovely walking paths around the property-Gated Community- 10 Minutes drive to Beautiful White sandy Beaches The condo is very Clean and...

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$94
avg per night
Wesley Chapel Villa
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Our entertaining 7 room villa is the perfect place to relax and unwind with your family and friends. With 5 bedrooms, this 2000sf villa can comfortably sleep up to 12 people.The fully equipped kitchen comes with Stove, Oven, Over-the-counter Convectional Microwave Oven, Fridge and Freezer, Coffeemaker,...

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$296
avg per night
Naples Apartment
Sleeps 2, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Clams Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

The location of the apartment 'Pearl by the Sea' is especially central to Naples. All shops are within a short time on foot, as well as Ross -Dress for Less-; TJMaxx, Walmart (open 24 hours); Target, Publix (Supermarkets) and many more. There is also a cinema within walking distance of the apartment. It...

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Featured review

"Great condo for 2 people with all the conveniences of home."

Great location within complex and within Naples itself. Beautiful quiet view of pond from lanai. The condo was very clean and decorated nicely. Two televisions and great internet. Very convenient having...

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$75
avg per night
Estero Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Luxurious 4th-Floor Condo at Jasmine Bay, West Bay Club – Estero, FLExperience the best of resort-style living in this beautiful 4th-floor residence at Jasmine Bay, located within the exclusive West Bay Club in Estero, Florida. Available for the 2025 off-season and 2026 season/off-season, this...

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$133
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55”...

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$143
avg per night
Naples Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a relaxing experience at this centrally located first floor condo with a golf course view in Naples Florida- only 10 minutes from the Clam Pass Beach and I-75, and only 20 minutes from downtown Naples. ( no pets and no smoking)

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

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your picture-perfect Matlacha escape!Tucked away along a Gulf-access canal in the heart of this colorful little fishing village, this adorable freshly remodeled cottage captures everything visitors love about Old Florida living. From the tropical landscaping and private dock to the bright...

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$168
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...

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$97
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to golfing paradise minutes drive from Gulf Beaches. Brand new fully furnished condo features 2 beds, 2 baths and. The West facing unit has beautiful sunsets, screened in lanai overlooks hole 5 and 6. Second floor next to elevator. Unit includes storage space for items you want to bring such...

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Babcock Ranch Townhome
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short-Term or Seasonal Rental – Fully Furnished! Available for 30 days up to 6–12 months.Enjoy resort-style living in this beautifully furnished home in a brand-new golf and country club community near Founders Square—just a short walk to the clubhouse and golf pro shop.This...

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

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sandy beaches. This charming property offers all the conveniences you desire for a perfect island stay and is within walking distance to delightful shopping and dining options.KEY FEATURES -...

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$225
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

You may never forget the 12th floor views you will enjoy during your stay at this stunning resort on Black Island, the home of Lovers Key State Park.From the balcony you will enjoy early morning sunrises over the Estero Bay that will simply take your breath away! From the expansive living room and...

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Featured review

"Great view"

Enjoyed our stay at Lovers Key Resort. The view was fantastic! The dolphins swam by every morning. Would stay again. The unit was comfortable and the people at the resort were friendly.

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$163
avg per night
Longboat Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently updated 2-bedroom, 2-bath canal-front villa on Longboat Key. This home offers modern finishes, water views, and easy access to the beach just a short walk away. Located in a quiet residential area in a small 2-unit coastal home (duplex).Features:Updated kitchen with new appliances Hurricane-impact...

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Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Newly renovated ground floor condo on spectacular golf course just 5 Miles from Ft. Myers Beach and Sanibel/Captiva Island. Primary bedroom has a 2 queen beds with ensuite and walk-in closet. Spare bedroom has 2 double beds with own bathroom. Living room has a reclining sofa and a love seat. Bedding,...

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Featured review

"Comfortable, Clean and Quiet!"

Our stay could not have been made better. Irene was quick to respond to my first inquiry and was easy to contact during our stay. The kitchen is a big factor for me and hers is fully equipped with everything...

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$75
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

First floor apartment overlooking the lake and fountain at the 17th fairway of beautiful Cypress Woods Golf & Country Club Course this property is fully furnished with complete amenities, big screen TV, Sonos sound system and a lot more.It is available for seasonal 3 or 4 month rental. A 10...

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$100
avg per night
Clearwater Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

Discounts for June, July and August dates of stays 7 nights or more. 3 night minimum.4 1/2 minute walk to the Clearwater Beach sand.NO EXTRA CHARGE to heat the pool in the cooler months up to 90 degrees. Some rentals charge $35 per day as an add on.Margaritaville is waiting for you and your...

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Featured review

"This place is fantastic"

Everybody in our little group loved this place. It was super comfortable and the beachy atmosphere throughout the house was beautiful. The house was squeaky clean and the temperature was cool inside on...

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$481
avg per night
New
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PHOTOS ARE ACCURATE, unit reconstruction is COMPLETE This spacious 2-bedroom, 2-bathroom Gulf-front condo offers the perfect blend of comfort, convenience, and coastal beauty. With direct access to the pool patio and just steps from the beach, guests enjoy seamless indoor-outdoor living and a truly relaxing...

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$269
avg per night
Fort Myers Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your vacation home! Freshly painted and furnishings in this 3 bedroom, 2.5 bath, 2-story townhome. Sail Harbour is just minutes from Ft. Myers Beach and Sanibel Island. This is an exclusive, gated community w/pool and access to shopping & restaurants. The kitchen is fully equipped and includes...

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Featured review

"Fabulous property and location"

We discovered Sail Harbour a few years ago while staying at a different Ft Myers property. It was our top choice due to its proximity to everything! We were thrilled to finally find a place to rent in Sail...

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$67
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This stunning lake view Bougainvillea II home can be your home away from home as a vacation rental or your temporary quarters while you build your own home. With 3 bedrooms + Den, 3 bathrooms and a pool you will have plenty of room to relax and enjoy. Just move right in, there is nothing you need here...

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$367
avg per night
New
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Madeira Bay Resort I #1608, a brand-new two-bedroom, two-bathroom condo offering a clean, comfortable, and pet-friendly retreat just across the street from the beach. With tile flooring throughout and professional sanitization by Pro Shield20, this unit is ideal for families, couples, or travelers...

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$226
avg per night
New
Cape Coral House
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

3 bedroom 3 bathroom Big private pool facing south Garage BBQ Tv Wifi

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$100
avg per night
New
Madeira Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Las Brisas #305, a beautifully updated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of light-filled comfort and a large balcony with direct views of the Gulf. With stylish furnishings, modern upgrades, and space for up to 10 guests, this unit is perfect for families or groups...

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$331
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.