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Florida Gulf Coast Vacation Rentals

(3792 rentals)
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
8 reviews

Distance to beach: 1 miles to Anna Maria

Key Amenities

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

About this property

Please check rates before inquiring. Thank you!Welcome to Margaritaville’s One Particular Harbour, a gated community brimming with exceptional amenities and nestled along the peaceful Anna Maria Sound. This beautifully designed 3-bedroom, 3-bath Nautica model offers the ideal balance of comfort,...

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Featured review

"Excellent for families"

This was the most well equipped condo we’ve ever stayed in. The owner was very accommodating! The trip over to the island is very short with little traffic despite what we “heard” prior to our visit....

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$319
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Seaside Villa Mago Bay, your stylish waterfront vacation home located in the highly desirable southeast of Cape Coral. This beautiful villa combines relaxed Florida living with comfort, space, and a prime canal location – ideal for families, couples, and boating enthusiasts.Living...

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Featured review

"Seaside Villa Mango Bay"

We recently stayed at Seaside Villa Mango Bay. Florida Rentals exceeded our expectations with their quick response to our questions. The property was amazingly clean and check-in and check-out were a breeze....

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$161
avg per night
Hernando Beach House
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Fully renovated open concept stilt house is comfortable and spacious. Fully stocked and furnished modern kitchen with outdoor bbq. Newly updated bathroom and shower, 5-star quality queen beds in both bedrooms, and a half bathroom in the primary bedroom with access to a private front porch. Smart TV...

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$129
avg per night
Marco Island House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Spectacular modern, luxury 4 bedroom/2.5 bath waterfront pool home. This home was custom built in 2015 with an open floor plan. As soon as you step in you are greeted with a view of the open pool and canal. There are polished concrete floors that captivate as you enter and walk throughout. Cook your meals...

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$565
avg per night
Last Minute Deal
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

EXTENSIVE RENOVATIONS COMPLETED February 2026: NEW POOL, NEW POOL AREA & NEW ROOF ... Some photos in the gallery show the former pool and pool area (with sailfish and white tiles) prior to the February 2026 renovations. Updated photos of the new pool and pool area are included and more will follow...

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Featured review

"Perfect family and pet friendly home with nice clean pool and pretty view of canal! Fenced in yard was a great plus!"

Very clean home with everything you need. Convient to restaurants grocery stores and shopping . Cape Coral beach Yacht Club was a 10 minute drive . It’s a very clean family oriented beach. This home has...

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$210
avg per night

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Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...

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$69
avg per night
New
Special Offer
Clearwater Beach Townhome
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...

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$650
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 306 SE 5TH ST Cape Coral, FL, 33990, US LICENCE NO: RR-001824-2026 BUILT IN: 2005 LAST RENOVATED: 2025 (renewal of all bedrooms & baths - fresh wallpaint throughout whole house) MAIN FEATURES: Pet friendly Pool...

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$149
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 50 feet to Steps out back to toes in the sand

Key Amenities

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

About this property

Indian Shores Condo Beach Renourishment ONGOINGThis amazing 3-bedroom, 2-bathroom, 1180 square foot, family-friendly condo is the ultimate vacation destination located directly on Pinellas County’s Gulf Coast & World Famous pristine white sand beaches. This home is located in the perfect...

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Featured review

"Great Condo"

This was a beautiful condo My family really enjoyed our stay. We would definitely stay there again.

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$404
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This condo is available for lease as of 05/01/2026 to 10/31/2026. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place for your winter stay! Life is good on "Paradise Coast" home to some of the...

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$170
avg per night
Redington Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 200 feet to Redington Shores Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

The Condo is one of 3 units in a building waterfront to wide expanse of intracoastal water with sunrise beyond words to describe and with direct access to Redington Shores Beach across the street, 3 minutes walking distance. Enjoy fishing, kayaking, waterskiing, water lounging in the backyard and go to...

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$142
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $1200/week, $2990/month Dec-Apr: $3500/week, $12,990/monthPOOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Or Sister villas with tropical garden...

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$111
avg per night
Palm Harbor House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Palm harbor/Crystal Beach 3/2 W Heated pool & SpaWelcome to this beautiful Palm Harbor / Crystal beach 3/2 home with heated screened in pool and spa. Recently updated and newly furnished. Beach house design, a few blocks from the pinellas bike trail, aprox 1 mile from the water at Crystal beach,...

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$429
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

LOCATION, LOCATION, LOCATION! Welcome to Casa Royal Palms, your perfect home away from home!From the moment you step inside, you’ll feel right at ease in this beautifully updated vacation retreat. Designed for comfort and relaxation, our open-concept home features a brand-new rubber pool deck...

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Featured review

"Amazing"

The house was in a great neighborhood, safe and very walkable. We walked our dog every morning and visited with all the other dogs out for their morning stroll. The house was lovely, had all the amenities...

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$189
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to our beautiful Seaside Villa Coral Point, which was completely renovated in 2023. The villa has been repainted inside and out and completely refurnished. The villa has a perfect location with south exposure overlooking the canal and the opposite mangroves. So privacy is guaranteed here. In just...

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Featured review

"Perfect Family Vacation Home"

This property was absolutely amazing! The home was the cleanest of any rental we've used in Cape Coral and the photos were identical to the home. The setting was on a quiet canal with mangroves across and...

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$200
avg per night
Sanibel Island House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Sanibel Beachs

Key Amenities

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

About this property

Escape to the beauty of Sanibel Island with a stay at our exquisite 4-bedroom, 3-bathroom ranch-style home. With 2,100 sq ft of living space, this modern and meticulously designed property offers a perfect blend of comfort and luxury.Key Features:Spacious 4 bedrooms: Master bedroom with a king...

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Featured review

"Best Location and Wonderful Retreat!"

We typically stay in Fort Myers Beach but our favorite spot was washed away by the storm. We were so excited to find out Nate has a new property on Sanibel. The location is so desirable, island living at...

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$331
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
33 reviews

Key Amenities

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

About this property

Experience the Ultimate Florida Vacation at Sand Dollar #308Welcome to Sand Dollar #308 in beautiful Indian Shores, where your dream Florida getaway becomes reality. This stunning 3-bedroom, 2-bath beachfront condo offers breathtaking Gulf views, upscale comfort, and resort-style amenitiesStep...

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$447
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your private slice of paradise in sunny Cape Coral! This 3-bedroom, 2-bathroom waterfront home is perfect for families, couples, or groups looking to relax and enjoy Florida living.Start your mornings with coffee on the lanai overlooking the canal, spend the day lounging by your private...

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Featured review

"Float & Boat Villa, Cape Coral FL"

This is a 5 star rental! Up to date decor, quaint, spotless, quiet with all the right amenities and ambiance! Great location with easy access to multiple places. Everything was spot on! The Hosts...

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$216
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

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

About this property

Calling all Golfers! COMES WITH FULL GOLF MEMBERSHIP UNLIMITED GOLF, NO TEE TIMES! This stunning, meticulously maintained property is available for rent 2,852 sq.ft., this luxurious 3-bedroom plus den, 3-bathroom home is designed for those who appreciate the finer things in life. This beautifully maintained...

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Marco Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Gorgeous views of Tigertail beach.

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$160
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Your slice of paradise awaits. This Two Bedroom, Two Bath, Gulf Front Corner Unit features two balconies providing amazing views of the Gulf of America and the beach. The living area is very spacious and even has a fireplace along with a large flat-screen TV with Netflix access and a Blu-ray player. There...

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Featured review

"Location"

Absolutely beautiful beach view, conveniently located to many restaurants and putt putt golf. The room was clean, spacious, and comfortable. The elevator was not working half of our visit, bummer. rate...

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$275
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 5 miles to Cape Coral

Key Amenities

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

About this property

Unplug. Unwind. Reconnect.Winter 2027 reservations now open. Secure your private waterfront sanctuary today.Villa FireSkyWaterfront Luxury with Soul PRIVATE. ELEVATED. RETREAT-ENERGY.A stunning, design-forward waterfront residence created for those who want more than a place to stay— a...

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Featured review

"Wonderful!"

Excellent waterfront rental property, private, quiet, great area, nice services, lots of good restaurants nearby.Only disappointment was the "cold water" pool and spa for most of our stay and the several...

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$299
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Cape yacht club

Key Amenities

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

About this property

4 Bedroom renovated villa on a corner lot, 200 ft gulf access canal with intersecting canal views, a dock and tiki deck and large L shaped pool and separate spa. Very private lot. I am new on this site as a Vacation rental owner but have been on VRBO for many many years. Hence the reason for no reviews...

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$217
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Hidden Treasure Unit A! VRC18-000124.1 Miles to Holmes Beach Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Fully stocked kitchen for all your favorite home-cooked meals Shared Heated Pool High-speed Wi-Fi included Smart lock for Self Check-in...

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$274
avg per night
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Look out through your wall to wall front window onto a lush shaded tropical patio garden. Step outside to enjoy morning coffee or afternoon cocktail on comfy patio furniture. Leisurely walk 1 block ( 3 min) to the white sand and clear aqua waters of St Pete Beach. No need to drive and search for highly...

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Featured review

"Beautiful Apartment, Perfect Location!"

Owners Bob and Karen were a pleasure to work with! There is a lovely outdoor patio to enjoy with a grill, umbrella, and sofas. The table placed in front of the large picture window allows you to enjoy...

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$135
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants...

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Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope...

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$200
avg per night
New
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Flirty Flamingo — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper...

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$361
avg per night
New
Lutz House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

search "Darby Ln property Sonia” in YouTubeUnwind at this stunning lake house, 25 minutes from airport. Well maintained with open floor plan with 3 beds, 2 full baths, open kitchen/living room. Gather family & friends to create happy memories. Screened porch overlooks a lake. 2 acres...

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$245
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Villa Capri is a newly renovated home located on the Punta Gorda Isles canal. With its spacious layout, stunning views, private dock, heated saltwater pool, and lanai, it is the perfect place to relax and unwind with your loved ones. A 30-minute walk, or 10-minute bike ride (bikes included!) will bring...

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Featured review

"Fabulous little house!"

We thoroughly enjoyed our stay over the Fourth of July weekend. The pool was amazing, the house was absolutely spotless and well equipped. We would definitely consider renting again.

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$284
avg per night
Madeira Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

**Our building is open and all amenities are fully functional.**Step into Seaview 105, a beautifully remodeled 2-bedroom, 2-bath condo where modern elegance meets beachfront bliss. This first floor/second level retreat offers easy access to the beach and a huge private balcony, giving you the ultimate...

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$464
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa MIKALIRO with Resort-Style Pool and Waterfall in Cape Coral!This high-quality vacation home, built in 2017, offers generous space, a large pool area with waterfall features, and modern amenities in a quiet residential setting of Southwest Cape Coral.With its spacious layout, game...

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$296
avg per night
Special Offer
Treasure Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

The Lands End exclusive gated community consists of 10 low rise buildings almost completely surrounded by water and have beautiful Mediterranean architecture. Top Reasons to Book this Beautiful Condo: • Recently renovated and updated to include :Flooring, Bathrooms, Kitchen, all windows and doors,...

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Featured review

"Perfection"

Perfect condo with views to die for. So relaxing area & heated pool & beach. Very friendly place to stay.

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$241
avg per night
Anna Maria Island Cottage
Sleeps 4, 1 bedroom, 1 bathroom
41 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 1 has direct views of the Gulf of Mexico and is just a few steps to the beach.It features 1...

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$338
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated stylish 2 bed 2 bath, first floor condo with an office. Each bedroom has a king sized bed. It features an in-unit washer and dryer, open living room and dining space and a screened in lanai that looks out to the canal. The kitchen is fully stocked with all new appliances, quartz counter...

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$117
avg per night
Cape Coral Villa
Sleeps 9, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 9 guests | 4 bedrooms | 3 bathrooms LOCATION: 1500 NW 27th Pl Cape Coral, FL, 33993, US LICENCE NO: RR-001654-2026 BUILT IN: 2025 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Seperate Officeroom Right next to golf course ...

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$154
avg per night
Venice Studio
Sleeps 4, 0 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Welcome to your newly remodeled studio at Bahia Vista Gulf – the ultimate beach retreat! This cozy unit boasts stylish vinyl flooring, a convenient washer/dryer combo, fridge, microwave, and 2 countertop burners. The living room is decked out for entertaining with comfy furniture, and a Queen-size...

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Featured review

"Beautifully decorated, comfy condo near the beach"

Nicely updated throughout and fully equipped second floor studio, just steps from the beach. The cozy size and topnotch features were ideal for the wife and me. People in the condominium complex were friendly,...

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$98
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Nestled in the heart of Cape Coral, this beautifully bright vacation rental offers an exquisite blend of comfort, style, and Floridian charm.With a 5 star rating, Villa Ocean Oasis is a 4 bedroom, 2 bath waterfront home flooded with natural light and beachfront charm. The spacious, open floorplan...

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$207
avg per night
Bonita Springs House
Sleeps 12, 4 bedrooms, 4 bathrooms
16 reviews

Distance to beach: 1 miles to Barefoot beach

Key Amenities

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

About this property

Blue Diamond Beach Home – Next Level of Luxury The ultimate coastal escape awaits — just five minutes from the beach. Welcome to Blue Diamond Beach Home, a new-construction luxury retreat where every detail was designed for perfection. With over 4,200 sq. ft. of refined living space, this...

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Featured review

"Perfect home"

Just beautiful. We had a great time. The house is fully equipped with everything needed. The pool and the outdoor areas are perfect. My kids loved it. It is close to everything.

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$1,022
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community, you will appreciate the large SALTWATER solar heated pool with space to...

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Featured review

"Perfect Getaway from the Midwest"

The location is easy to find, close to town but yet distanced enough to feel like home. The home is clean, kitchen is immense and ideal for cooking meals in and the outdoor grill was spacious for cooking...

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$157
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our Seaside Villa Southern Belle is located in the southeast of Cape Coral. From the villa, you can reach restaurants, grocery stores, the beach and the Cape Coral Yacht Club in just a few minutes. Fort Myers Beach is also not far away. Thanks to its west-facing location, you can enjoy picturesque sunsets...

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$184
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 3 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Completely Renovated 11/23About this rental • Sleeps: 6 • Bedrooms: 3 • Bathrooms: 2.5 • Property Type: Townhome • Minimum Stay: 10 - 31 nights • Living Area: 1600 sq. ft.3 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed...

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Featured review

"Meadowlark Townhouse"

Getting away from winter for a month and staying at this wonderful townhouse was a dream of a lifetime! The place was perfect for us both inside and out. There was plenty of room to cook, hang out together,...

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$110
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Surf Side Beach House – Gulf Views Hosted by Beach Retreats Vacation Rentals 6605 Gulf Drive, Holmes Beach, FL 34217 VRC19-00290 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome...

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Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally...

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$1,024
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

* * * * * CONSTRUCTION NOTICE * * * * The Holiday Villas III has construction going on at this time,. So you may experience some noise during the working hours. at this time, they are working on the three stack which is directly over the pool area. I am told that because of this, the pool will be possibly...

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Featured review

"Great View, wonderful beach!"

Beautiful well appointed unit. Exterior of Building is being renovated, the construction was not a problem. Couldn't use the balcony, but the beach and pool were wonderful. Kitchen is very well supplied...

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$266
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Mermaid Sunset! VRC16-000276 Private Heated Pool/ Spa 200 steps to Holmes Beach Beach Chairs & Wagon Available for use 1 Mile to Pine Ave. Fishing, Shopping, Restaurants, and more High speed Wi-Fi, Smart lock for Self Check-in Pool Heat included with rental Welcome to Mermaid...

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$443
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Ocean Side 303 is a Two bedroom, 2 bath, Gulf front updated condominium that was built in 2004 and offers an amazing view of Indian Rocks Beach. It is also on the scale of smaller buildings compared to other complexes within the area which makes it perfect for those wanting a vacation without overpopulation....

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$284
avg per night
Last Minute Deal
Siesta Key House
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.7 miles to Siesta Key Beach

Key Amenities

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

About this property

**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...

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Featured review

"Beautiful and comfy"

5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...

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$728
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
2 reviews

Key Amenities

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

About this property

ATTENTION: The calendars on the platform are not shown correctly! Please send a request when you are interested in renting this home!This Premium Mordern Vacation "Chateaux" on the South Spreader Canal is the ideal Place to be for 2 families!This individual vacation home features: *...

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Featured review

"Best waterview!"

This was a great four bedroom four bath home on Cape Coral. The outside pool area was magnificent. The views undescribable the outside furniture needs new cushions, but everything else was great. The inside...

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$623
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to our Seaside Villa Endless Summer! This vacation home in Cape Coral is not only attractive due to its beautiful location in the southwest of Cape Coral.The south-facing, 12 x 22 foot, 6 foot deep, electrically heated saltwater pool with a directly connected whirlpool, right under palm trees,...

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$172
avg per night
Siesta Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: -100.0 feet to Crescent Beach -- we are located on the beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Sea Crest on Siesta Key is a small 40-unit condominium complex at 1129 Seaside Drive consisting primarily of one-bedroom units with separate bedroom, one efficiency, and one two-bedroom, two-bathroom unit. A true old style Floridan resort. Enjoy our one bedroom condo just a few steps to our private...

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Featured review

"Great family vacation"

I was supposed be there Oct 1 to 29th, but hurricane Ian had other plans for me, Jeffrey the manager was very acommodating in making all the necessary changes to make my stay wonderfull. I ended going the...

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$253
avg per night
Siesta Key Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may...

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$326
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.