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Florida Gulf Coast Vacation Rentals

(3842 rentals)
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to our Seaside Villa The Cape Place. A vacation home for the whole family in a quiet location. Directly opposite is a park with picnic tables and a softball field. There are restaurants, stores and shopping facilities nearby. If you can't get enough of the water, you can be at the Caloosahatchie...

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Featured review

"2 weeks in Cape Corall"

Loved the house - it had everything we needed. The lanai was a big hit. We spent most of our time out there. 2 things we noted - need more chairs to sit around the pool area and down on the dock. There...

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$119
avg per night
New
Bonita Springs House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy ONE OF THE BEST VIEWS of the Resort Pool & Waterfall from the spacious Lanai. This mini-great room plan features split bedrooms, which provides excellent privacy. It is just steps away is the Island House (Clubhouse) hosting a full size Fitness Center, Media & Billiards Room plus a beautiful...

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$232
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$140
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Longboat Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

**2-Week Minimum Stay Required**Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both...

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$381
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

THE BEACH IS CALLING AND I MUST GO!! *We invite you to come stay with us in the Crescent Arms South Tower--Condo 601S--directly on the #1 famous Crescent Beach with a FULL view of the Gulf on a private 32 foot lanai.*Decorated in a "beachy motif" with granite counter tips in the kitchen...

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Featured review

"Amazing Stay"

My family and I had the most amazing stay in Don & Elaine’s condo! We have been coming to Siesta Key for 6 years and this was our favorite room- best location and best view ever! We look forward to returning....

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$335
avg per night

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Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Pool

About this property

From toes in the sand to beverage in hand, the tropical landscape surrounding this stunning vacation destination reflects the true spirit of Marco Island.Beach lovers and nature enthusiasts alike will be right at home in this coveted South Marco Beach location boasting views of the beautiful six mile...

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Featured review

"Wonderful condo for our vacation!"

The condo was such a great find! The beds, pillows, sheets and blankets were comfortable, the bathrooms were great and the decorations were such a nice touch. Loved the modern kitchen and we used it every...

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$277
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Complete remodel 2026! The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf from your master bedroom. Enjoy dining on the lanai while watching the sunset. During the day you can see dolphins, kite boarding and sea birds. This unit has all the comforts...

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Featured review

"Absolutely perfect paradise!!!"

The condo was pristine and spotless! The furniture and appliances were all brand new and very comfortable especially the reclining sofa and the mattresses and pillows were also very nice. The washer and...

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$236
avg per night
Indian Rocks Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Clean and Nice house, private parking, relaxing backyard, WiFi available, two minutes walking distance to the beach!!!

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$336
avg per night
Bonita Springs Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 4833/4835 Gary Rd Bonita Springs, FL, 34134, US BUILT IN: 1973 LAST RENOVATED: 2025 (full inside renovation + new furniture) MAIN FEATURES: Duplex Villa Pool (electronically heated) Fully stocked beach equipment...

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$110
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner

About this property

Note: This unit is available May 2026-Dec 2026, and 2027 is available!Experience the ultimate beachfront lifestyle in this beautifully renovated one-bedroom end-unit condo at SeaScape Condominium, located directly on the Gulf of Mexico in Bonita Beach. Enjoy breathtaking sunsets from the enclosed,...

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Featured review

"Paradise"

I have been vacationing in Florida for several years. I must say this year was the best. Lynda and Mike were always reachable before and during my stay. The condo is perfectly decorated, has upscale appliances...

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$183
avg per night
Crystal River House
Sleeps 12, 6 bedrooms, 3 bathrooms

Key Amenities

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

About this property

We fell in love with this home for different reasons. I love the massive master suite with a slider to the lanai and room for all our kids and grandkids to visit. For him, less practical maybe but "you had me at the palm trees". You walk thru the front doors directly onto a large foyer and a...

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$228
avg per night
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 3 bedroom plus den home has over 2,000 square feet, a custom swimming pool with southern exposure, an extended NEW mansard screen enclosure with plenty of sunning space available. Flooring boasts chiseled edge Roman pattern marble flooring throughout the home. Transom windows bring in natural sunlight...

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$218
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Cape Coral Yacht Club

Key Amenities

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

About this property

NEW HOME - Completed November 2023. This home has a highly desired southern exposure and a fantastic location in beautiful SW Cape Coral, FL. You can explore the fabulous beaches of nearby Fort Myers, Sanibel and Captiva, dine at first class restaurants, golf at courses for every level of expertise,...

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Featured review

"Beautiful home. Just like the pictures!"

We really enjoyed our 7 week stay here. Close to many great restaurants. The pool area is relaxing and we saw manatees in the canal daily once it warmed up. Walks took us by many burrowing owls. The house...

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$188
avg per night
Siesta Key House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.6 miles to Siesta Key Beach

Key Amenities

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

About this property

Welcome to your slice of paradise on Siesta Key—where coastal charm meets everyday convenience. This beautifully maintained single-family pool home offers the perfect blend of privacy, comfort, and proximity to the island’s natural beauty. Step outside and enjoy the lush, landscaped backyard,...

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$241
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Barefoot Bach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated 2 bedroom 2 bath condo, first floor unit. Renovated in 2021, this condo is very clean, bright, quiet and located in the great community of Bella Terra. Amenities include: pool, tennis court, pickle ball, basketball, bocci court, volleyball, fitness area, library and plenty of areas...

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Featured review

"Home away from Home"

I have stayed at Julie's condo for the past 2 years and loved it. It is decorated so nicely - when friends came over they all said how much they liked it! This condo is on the first floor and has an absolutely...

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$121
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house, one of the last remaining generation-owned single-family cottages located directly on the beach.This is the place to put down your iPhones and reset your...

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$411
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stylish villa with spacious outdoor living area and pool in a quiet southwest Cape Coral locationThis beautifully renovated villa offers a relaxed and private setting for your stay in Cape Coral. The peaceful location, combined with a thoughtfully designed outdoor area, creates the perfect place to...

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Featured review

"Lovely House"

Perfect location for fishing, kayaking, boat etc. The house itself was very clean and well maintained. We would definitely book here again.

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$148
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise!This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms, with beautiful Modern Luxury Decor throughout. With over 1154 square feet of living space and Million Dollar views of Lake Babcock, you'll love catching...

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$79
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....

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Featured review

"Anniversary get away"

The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing

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$327
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 30 yards to We are ON the beach

Key Amenities

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

About this property

We are now open and accepting reservations !The repairs from Hurricane Ian (Sept. 28 2022). are completed and the Club is better than ever ! It is again again a wonderful, unique, vacation spot. And the pool is open and beautiful.PLEASE NOTE: Some of the EXTERIOR pictures now showing are from...

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Featured review

"Best Location On The Beach!"

We stayed in Bill Lairds condo June 8-17, 2026. We have stayed at Estero Beach Club numerous times but this is the first time staying in condo #25. Everything in the condo is brand new and beautiful! This...

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$189
avg per night
Siesta Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village...

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Featured review

"Great location!"

The location of this rental was perfect. We were able to walk into the village to shop and eat within a few minutes. Drive time to local attractions was minimal.

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$169
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Just minutes away from the Gulf Coast & where coastal luxury meets serenityFive pristine beaches within a 4–8 mile radius This elegantly styled single‑family home features refined décor, airy textures, and serene coastal tones for a boutique‑level experience.Turn‑Key Ready...

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$350
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
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

This beautifully renovated condo offers a Paradise Experience. The condo has a King Size in Master and King size in Guest Room (or TWO Twins - please specify )This sunny and cheerful condo overlooks the tropical gardens. . Washer and Dryer in unit. Freshly painted and new furnishings make this 1st...

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Featured review

"Gorgeous Rental with Beautiful & Exceptional Decor!!!"

My husband & I have been renting properties from VRBO, Airbnb & private owners for many years and for the most part, rentals have met our expectations, but none like this one. This rental definitely exceeded...

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$238
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Enjoy a Gulf Coast getaway from the crown jewel of the area at this Treasure Island vacation rental. With a bright and beachy interior, a balcony with beautiful sunset views over the water, and tons of resort amenities, this 2-bed, 2-bath condo on the top floor of Sunset Vistas is the perfect beach escape!...

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Featured review

"Third floor condo"

We enjoyed our stay and was very convenient to have the cafe one floor down, we ate breakfast there every day,food was geat with lots of choices. The condo was very quiet and clean but we did have a problem...

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$221
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
Cape Coral House
Sleeps 12, 6 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Escape to paradise with this stunning, freshly remodeled 6 bedroom villa! This villa features your own private heated pool, BBQ, and Canal-front view! Located in a prime SW Cape Coral neighborhood with close proximity to great local attractions!This villa will have you wishing you'd planned...

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Featured review

"Perfect for large family"

The hostess was more than accommodating. She reached out with places to eat and even warmed the pool up for us before there. The kids loved the pool and plenty of beds for everyone. Thanks for a great...

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$772
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$310
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything...

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Featured review

"Great place to stay"

Sweet Freedom #237 was a great time for us. Just enough Clean space and room for everything we brought with us. Kitchen fuly equipped and bathroom shower was an added plus!! We loved the location! Hopefully,...

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$142
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes...

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$305
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Escape to this beautifully decorated beachfront retreat, a 3-bedroom, 2-bathroom vacation rental just steps from the pristine white sands.The living area invites you to unwind after a day at the beach, with comfortable seating and coastal decor that soothes the senses.The fully equipped kitchen has...

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$323
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

Stunning Waterfront. Welcome to the historic Olde Marco Island. Where the sunshines on our waterfront home away from home. Come and relax enjoy the marina, location, views, pools, hot tub, balcony, create memories, enjoy Private, updated, cozy, convenient, welcoming, fishing, and Bbq features here...

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Featured review

"ALMOST perfect"

This property has everything you want! Nicely furnished! Nice complex! Beautiful pool. The only reason I said almost is the queen bed. A king bed would have taken this to the top. Very definitely needs...

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$198
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: 2026 SALE 2026 May - Oct $1800/month. 2026 Nov-Dec $2500/month. 2027 Jan - April $4300/month. (Feb & March 2027 are taken) Please inquire with any questions you may have. Ground...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$66
avg per night
Special Offer
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
17 reviews

Key Amenities

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

About this property

Cornerstone is the perfect spot on the beach with only eight, one bedroom and four, two bedroom condos. Each condo is privately owned, most are decorated and furnished similar. I make the reservations for them all. At Cornerstone it never seems crowded. Rates and availability shown are for two bedroom...

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Featured review

"Ft Meyers gem"

Many positives about this location. Clean and updated, great location, very good value, very nice pool, great views of the Gulf. James (site manager) was accommodating and accessible.

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$264
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Less than a minute's walk to the beach!Watch the sunset from the house!King sized bed in every bedroom.PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bedroom, 2-bath, multi-level fun-house on a extra large...

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Featured review

"Great Two Weeks in Holmes Beach"

I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to...

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$397
avg per night
Naples House
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 2 miles to Vanderbilt Beach & Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax and have fun in the sun in one of Naples Park's largest vacation homes. This newly updated home has a spacious open floor plan, along with 3 large bedrooms is perfect for multiple families traveling together or couples. The living room features an over-sized sectional and 65 inch TV. The...

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Featured review

"Beachcomber"

Comfortable beds, plenty of space with lots of seating areas. Good location. Would definitely go back

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$288
avg per night
Seminole House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to refined coastal living at this stunning waterfront residence ideally situated just minutes from the white sands of Madeira Beach. Thoughtfully designed for comfort and relaxation, this beautifully maintained home features three spacious bedrooms, two elegant bathrooms, and a private two-car...

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$239
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Ultrafabulous Oasis Escape to a Cape Coral luxury pool home with heated pool, waterfall, outdoor kitchen, and wood-fired pizza oven. Located in the exclusive Tarpon Point area, steps from waterfront dining, tiki bars, marinas, and boat rentals. Ride our 2 complimentary e-bikes to explore Gulf Coast...

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Featured review

"Wonderful home - we will be back!!"

I recently stayed at this Airbnb and couldn’t be happier with the experience. The place was spotlessly clean upon arrival, which instantly made me feel comfortable and at ease. Every room was tidy, well-maintained,...

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$252
avg per night
Naples House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This modern 2BR/1BA guest house offers comfort, privacy, and plenty of outdoor space to unwind. You'll enjoy a fully equipped kitchen, Roku TV with live streaming, and a shared pickleball...

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Featured review

"Guest House on Horse Ranch"

This place was very clean and quiet ! Kitchen had the necessary items we needed. Would stay here again !

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$132
avg per night
Marco Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Inviting air conditioned 2 bedroom, 2 bath pool home located in an extremely quiet residential neighborhood. Just a few minutes drive or easy bike ride to Marco's South Beach and Marco Walk Plaza shops and restaurants. The spacious master bedroom with the custom tiled shower also opens to the lanai...

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Featured review

"Perfect"

Very nice house, had everything we needed and then some. Good location and the heated pool was great. Had a couple small bumps that were fixed right away!

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$193
avg per night
Redington Shores Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 200 yards to Redington Shores Beach

Key Amenities

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

About this property

Property is waterfront to wide expanse of Boca Ciega Bay. Redington Shores Beach is across the street. The breathtaking wide Bay in the back yard is popular for kayaking, water boarding, jets skiing, fishing, water skiing, bird watching, water tubing, boating, floating around, and relaxing on water lounges....

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Featured review

"We always enjoy Laura’s place!!"

Plenty of things that could be updated and improved but we have been going for over 5 years and are quite happy there!!

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$115
avg per night
Bradenton House
Sleeps 10, 4 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

NOW until 10/11/25 save 20% on any week or 2 weeks 50% off second weekThe Lakehouse4 is less than 6 miles from the beaches on Anna Maria Island and about 2 miles to the beaches along the causeway in a quiet residential area close to Robinson Preserve. This sprawling ranch style house has everything...

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Featured review

"This house was GREAT!"

We recently stayed here and were very happy. Beds were very comfortable. The 1 bedroom could use a dresser or a bench to put suitcase on and bedrooms could also use a full length mirror. The pool was...

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$277
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 4 guests and features views of the fairway on Plantation Golf Course. It is a ground...

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Featured review

"Excellent Stay"

Had an outstanding stay. Comfortable, clean, quiet - just what I needed. Paul was a very responsive and excellent host. Would stay here again if I need to come back

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$71
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Caspersen Beach (Venice)

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your relaxing Sarasota retreat at Sterling Lane, a comfortable and spacious 3-bedroom, 2-bath home designed for relaxation, privacy, and enjoying Florida’s sunshine. With a fully fenced backyard and a private 6-person spa, this property offers the perfect combination of indoor comfort...

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$199
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to La Isla Bonita!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - Close proximity to local dining,...

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Featured review

"Seas the Day"

Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..

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$384
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$77
avg per night
Naples House
Sleeps 9, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...

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Featured review

"Awesome place!"

Super friendly and helpful hosts, everything you could need for a perfect beach vacation. All the towels, sheets, hot tub, heated pool, beach toys - even the bike tires were fully inflated and ready to...

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$406
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our Seaside Villa Cape Landing. This vacation home in Cape Coral not only impresses with its quiet location. The west-facing, electrically heated pool is ideal for watching the sunset and swimming a few laps. There is also an outdoor shower and direct access to one of the bathrooms with a...

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Featured review

"Nice house"

House was great… had everything we needed and more…(super comfortable beds for one!)….a couple very minor issues were handled ASAP by Florian, the property manager. The house is located in a quiet...

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$110
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk...

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Featured review

"Perfect Beach House for just about anyone"

Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first...

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$384
avg per night
New
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to Harmony Haven! Modern 3-bed, 2-bath home (sleeps 6) inside Rotonda Golf & Country Club. Enjoy your private screened pool + hot tub, updated kitchen, BBQ grill & fast Wi-Fi. Golf right at your doorstep, beaches only 20 min away. Perfect for families, golfers & snowbirds. Self check-in...

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$224
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.