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Florida Gulf Coast Vacation Rentals

(3841 rentals)
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come soak up the sun at this pristine 3-bedroom, 2-bath home. Centrally located near Mackle Park and the YMCA, there are many amenities to enjoy within close proximity to this home. Situated in a quiet neighborhood with lush landscaping and a spacious pool lanai, this home creates the perfect setting...

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$221
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 0.1 miles to Private beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This WATERFRONT condo is very spacious, beautifully updated. Perfectly located within a minute of a private sandy beach and right along the waters edge of a salt water canal and intra coastal waterway. Enjoy the great water views that span the full width of the ground floor condo. Fishing, kayaking,...

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Featured review

"Comfort & Convenience"

Spent a full month and it truly felt like a home away from home. The condo had everything you needed for the beach, umbrellas, beach cart, great beach towels & even kids toys. The kitchen was exceptionally...

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$183
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful three bedroom condo overlooking the Plantation Golf and Country Club. We are on the thirtieth fairway which overlooks the lake and the golf course. The condo is a two minute walk from the heated pool. We are in a very private section of the Plantation. The cute downtown of Venice and...

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Featured review

"million dollar view"

A nice place great view good location love the beach and park in Venice the owner is every nice and is really helpful and keeps the place up really well. were going back in December

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$100
avg per night
Naples Estate
Sleeps 20, 8 bedrooms, 7 bathrooms

Distance to beach: 8 miles to Vanderbelt Beach

Key Amenities

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

About this property

This unique and tranquil estate is a one-of-a-kind masterpiece on 2.5 acres land surrounded by lush topical landscaping for ultimate privacy. The recently completed industrial-style home offers an open floor plan with 25 foot floor-to-ceiling windows in its expansive great room. Each room was meticulously...

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$2,153
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy this lovely 2 bedroom, 2 bath condo in the beautifully landscaped and maintained, gated, 55 acre community of South Seas Club on Marco Island. Marco Island is Southwest Florida's largest and most northerly island of the 10,000 Island chain extending north from Key West. Walkout to the large...

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Featured review

"Great view"

Tower 3 unit 1902 has a great view of the beach and surrounding areas. It is nicely furnished and comfortable.

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$161
avg per night

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Longboat Key Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Situated on Longboat Key, this secured and gated 1st floor NEWLY RENOVATED condo boasts water views throughout, 2 spacious lanai, each with own walk-down steps to water and pool, across the street to private beach with cabanas, grills, restrooms, etc. Great room, fully equipped kitchen (including microwave,...

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$258
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
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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$383
avg per night
Venice House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Looking for that perfect Florida escape? You’ve found it. Quiet street, palm trees, and your very own private pool — all just minutes from gorgeous Gulf beaches. Highlights (a quick skim for an easy read!)Private heated swimming pool with evening LED lightsScreen enclosed pool deck...

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Featured review

"We had a nice stay"

We stayed for a week. The house was clean and nice. Pool was great. Dee was great with communication. The private ferry to the beach was very nice and convenient. There are some locals that use the ferry...

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$168
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room (with a sleeper sofa) where you can relax...

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$281
avg per night
Siesta Key Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living....

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Featured review

"March Getaway!"

Siesta Key was very beautiful and a great place to visit. The accommodations were very nice, clean and comfortable. We hope to visit this area again next year.

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$133
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Seaside Villa Lemon Bay impresses especially with its excellent location. In just a few minutes you are by boat directly on the Caloosahatchee River.The vacation home has 3 bedrooms and 2 bathrooms, which offer space for a total of 6 people. The house is therefore very suitable for couples as...

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$138
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2212 SE 11th Pl Cape Coral, FL, 33990, US LICENCE NO: RR-001822-2026 BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Boat dock + lift, own kayak slip, tiki-hut Gulf access...

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Featured review

"Best house in Cape Coral"

We have stayed at many house in CC. Some good, some not so good. This house is amazing! Well appointed, comfortable, convenient location and the view is unbelievable! Sunsets did not disappoint.Bonus...

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$253
avg per night
Sarasota House
Sleeps 5, 3 bedrooms, 3.5 bathrooms

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Enjoy this delightful and brand new home located in Gillespie park. The layout of the house is very comfortable with a delightful front porch and a lanai for morning coffee in the private back yard. The kitchen is well stocked with dishes and cookware, with the newest appliances. It is fully furnished...

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$300
avg per night
Indian Rocks Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Simple & Sweet Beach Living at Sugar Sand Bungalow #3Just 5 minutes from the 10th & 12th Ave beach entrances in Indian Rocks Beach, this cozy, freshly updated bungalow is your no-fuss home base for sun, sand, and relaxation.What You’ll Love:Comfy king bed in the bedroom. Full...

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Featured review

"More Heat Needed"

The property was actually very nice and the landlord was very helpful. One major problem: winter storm for fern rod colder than normal temps for Florida for several days. The multi room unit had only one...

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$128
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit is recently under new ownership and has been completely updated with new paint throughout, all new kitchen appliances and brand-new living room and dining room furniture. The unit features a fully-equipped...

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Featured review

"Breach front paradise"

This is our 3rd vacation on AMI and we love it! This condo is a perfect location with beautiful beach and water views. So close you can watch dolphins from the balcony! The rooms are good, master bed very...

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$250
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 150 feet to Bonita Beach

Key Amenities

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

About this property

Welcome to your peaceful slice of paradise at Hickory Shores! This beautifully appointed 2-bedroom, 2-bath corner condo invites you to unwind with breathtaking, unobstructed views of the sparkling Gulf right from your windows and private balcony.Imagine starting your day with a warm cup of coffee...

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Featured review

"Everything was as advertised, and then some!"

Our stay was wonderful! Comfortable, clean, and an utterly fantastic setting. Beautifully situated for activities and for simply relaxing. If you are going to be in the condo in the afternoon you better...

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$266
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This is a brand new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an...

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$127
avg per night
Last Minute Deal
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 0.5 miles to Treasure Island or St. Pete's Beach

Key Amenities

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

About this property

Picture waking up to a stunning Gulf View from your Beachfront Luxury Unit! From the 6th floor (top middle) of Sunset Vistas, you’ll be treated to breathtaking views of the big beach side, all thanks to its southwest exposure.This two-bedroom, two-bath condo can sleep up to six people and boasts...

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Featured review

"Nice place"

We have rented from Rick and Charlotte in the past at the reef club. This was our first visit to Sunset Vistas. very nice location. The room accommodations and view from the balcony were excellent. we highly...

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$258
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
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Everything is new!Escape to a tropical paradise while staying at this modern 3 bedroom, 2 bathroom, pool house. Beautifully designed private home in North Port, tastefully decorated and furnished.Our home will make you feel at home the minute you enter through the door. It has everything you need,...

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Featured review

"Villa Starfish"

Our Villa was great. Very clean villa, kitchen well supplied with utensils & appliances. Appliances were modern - worked well. Linens well stocked. Any problem with the villa - sent email to manager...

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$116
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 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC19-000273 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors Completely Renovated February 2025! Welcome to Conch-Out Beach...

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Featured review

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...

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$497
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Walk in and be wowed — the Gulf of Mexico and sugar-white beaches are right in front of you! The view of the Gulf is across the street, where you'll see some of the best sunsets you'll ever see! It's truly breath-taking, and the best part? You get to experience it all, every day of...

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$190
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Emerald Bay Beach House 306A Clark Street, Holmes Beach, FL 34217 VRC17-000006 | 3 Bedrooms Plus Bonus Bunk Room | 3.5 Bathrooms | Sleeps 6 | Heated Pool & Spa Welcome to Emerald Bay Beach House, your ultimate escape on Anna Maria Island! Our dreamy amenities ensure that guests enjoy a perfect...

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Featured review

"Relaxing Getaway"

This was our perfect getaway. The house is beautifully decorated inspired by the blue glistening water and white sandy beaches of Ana Maria Island. The kitchen was fully equipped with everything we needed...

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$375
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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$199
avg per night
Marco Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Tigertail Beach

Key Amenities

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

About this property

Weekly,Monthly Rentals New to Market ! This beautiful condo unit is on the fifth floor.The bedroom has one king sized bed .The living room has a pullout couch.The property amenities include two large pools ,three hot tubs, Jacuzzis ,two tennis courts. There’s a tiki bar restaurant is on the property,and...

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Featured review

"Anglers Cove 504"

Great place and location-highly recommend! Plenty of restaurants within walking distance!! Dolphin Tike Bar on site is a must go

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$93
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops and more - it's the tropical vacation you've been dreaming of offering you all of the conveniences you would want in an island stay. This beautiful condo was completely...

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Featured review

"Great Island Location"

Clean, cute updated condo. Photos represent the property correctly. Great view of the bay, right on the water. Only a short walk across the street to the beach. Easy walk (5 blocks) to great shopping...

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$192
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 18 miles to Fort Myers Beach

Key Amenities

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

About this property

I've designed my home to a mid century modern feel with the goal of making it a cozy home. As a traveler myself, I enjoy meeting new people and renting places that feel like home; I would love to invite you here to share with you my home. This home will come fully furnished. There's a split...

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Featured review

"Perfect mini getaway"

We had a great time at Wendy's place. The communication was super easy and quick. The place is quiet, clean, and spacious -- looks exactly like it does in the pictures. The neighborhood is very conveniently...

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$210
avg per night
Englewood House
Sleeps 10, 0 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 rooms with king beds and 1 with a queen bed. Enjoy the convenience of 2 bathrooms,...

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$171
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

2020 Winner of the prestigious Sand Dollar Award Southwest Florida!Entertaining family and friends was a top priority for this investor. The open first floor living area allows for large gatherings and the wall of disappearing slider doors provides an easy transition to the spacious outdoor living...

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$1,224
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to paradise at this beautifully remodeled 2-bedroom, 2-bath condo in a tranquil bayside complex on Siesta Key! This third-floor unit boasts a stylish open kitchen with granite countertops and stainless steel appliances, perfect for preparing meals. Enjoy comfortable living with tile flooring in...

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$119
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Manatee Public Beach

Key Amenities

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

About this property

Nestled in a peaceful neighborhood, this soothing house offers the perfect escape for guests seeking tranquility. Totally renovated 3 bedroom, 2 bath interior is bright and spacious. Quick access to Anna Maria Island beaches, IMG, walking trails, parks, shopping & restaurants! Bring the whole family...

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$286
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful and modern “Doll House”. Awesome Swimming Pool with a vanishing edge and integrated Hot Tub. Featuring 3 bedrooms and 3 full bath, great location on a unrestricted Gulf Access canal 2 minutes from the River. Truly a Boater’s Dream.PLEASE NOTE.... the correct address is...

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Featured review

"Absolutely beautiful villa !"

We rented this Villa in March. It was everything we wanted. We loved the pool and the outdoor area. The house in the perfect location close to everything. Our host Remy was great, he helped us with any...

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$143
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped...

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Featured review

"Very nice, big apartment ."

We enjoyed our stay in this apartment. It is a big, bright apartment fully equipped and freshly renovated. Conveniently located just 5 minute's drive to IMG Academy and 10 minutes to the beaches, a short...

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$100
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Paradise Awaits at One Particular Harbour by Margaritaville — your tropical escape with resort-style amenities including a heated pool, splash pad, BBQ grills, and a playground.This spacious 2BR/2BA condo (1,500 sq ft) features an open-concept living area with wall-to-wall sliders leading to...

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$135
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Located in the desirable Marco Island community of South Seas is this lovely two bedroom, two bath unit. The open concept floor plan of the condo allows the main living room to flow effortlessly into the dining area and kitchen. Master bedroom has an attached master bath with a walk-in shower, tile flooring,...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Some places you visit. Old Naples, you fall for — and there's no better place to fall from than the doorstep of 850 Central, a boutique enclave of just 22 residences on the corner of 8th Street and Central Avenue, where the buzz of downtown meets the calm of the Gulf. This isn't a high-rise...

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$212
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Get ready to spend your days in a beach house daze when you book your next island getaway at this luxury vacation condo at South Seas Marco Island. Towering above the water's edge along Marco's famed Tigertail Beach, the floor plan of this opulent South Seas condominium was designed to capitalize...

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$209
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Come enjoy paradise in this beautiful, open concept 3 bedroom 2 bath home situated centrally on Marco Island. Quick access to the island bridges or to the heart of Marco's downtown lets you focus on the charm and beauty of this island destination. The home comfortably sleeps 7 guests with fresh,...

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$219
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this beautiful house on a peaceful cul-de-sac. The screened lanai (south exposure) has a private heated pool with an attached hot tub that overlooks a picturesque lake. A perfect location to sit in the hot tub and enjoy the sunset. Also part of the screened lanai, is a shaded patio area...

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Featured review

"Amazing!!!!"

Just completed a week vacation with my family and it was perfect! The house is perfect for multiple families. The bedrooms all have their own bathroom/shower, so there is lots of privacy. The layout of...

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$225
avg per night
Cape Coral House
Sleeps 12, 5 bedrooms, 3 bathrooms
41 reviews

Key Amenities

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

About this property

Welcome to the New House On York! You will have so much fun with your group and make lots of memories in this newer built, spacious and beautiful home that is close to restaurants, the yacht club and so much more! The home is a vacation itself with many fun things to offer, heated pool & spa, games,...

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Featured review

"Amazing Time, Amazing Place, Amazing Host!"

We stayed at The New House on York for a girls' getaway from the cold Michigan winter. We had a delightful time. The house was beautiful, well kept, and immaculately clean. It was the perfect place for...

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$423
avg per night
Marco Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise found. Addison Opulence elevates bayfront living into an entirely new level of luxury. Ideally situated directly on Caxambas Bay on a grassy corner of one of Marco Island's southernmost peninsulas, this magnificent vacation home is a shining example of a true island estate.Custom-built...

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$1,181
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design enhances your vacation. The search for a perfect getaway with an abundance of amenities, all conveniently located near fantastic dining, entertainment, beautiful beaches, and more, ends here.The...

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Featured review

"Siesta Key vacation"

My husband and I rented in Siesta Key for the first time this year. We were pleasantly surprised by the beautiful beach and the area. We rented at Bay Oaks along Midnight Pass Road. The location was perfect...

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$250
avg per night
Anna Maria Island House
Sleeps 16, 6 bedrooms, 4 bathrooms
10 reviews

Distance to beach: 45 feet to Gulf of Mexico

Key Amenities

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

About this property

Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next...

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Featured review

"Location is the big draw- beware stairs"

Review Serenity by the SeaThe Good 1. Location by the ocean is definitely the big draw- - can hear waves from 2 bedrooms- 1 on second and 1 on 3rd floor. No TVs in ocean view bedrooms in case that...

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$712
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
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Welcome to this beautifully appointed fourth-floor residence in The Dunes of Naples, one of North Naples' most sought-after resort-style communities. Here you'll find the perfect blend of comfort, elegance, and the relaxed Florida lifestyle — all in one exceptional package at $13,000/month...

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$167
avg per night
Indian Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
84 reviews

Distance to beach: 0.0 miles to You are on it !!!

Key Amenities

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

About this property

Stay with us once (any week) and you will want to return many times. THIS IS OUR PRIVATE BEACHFRONT CONDO and kept up to very HIGH standards. Just read our very honest REVIEWS and give us a CALL, evenings best.This is it !!!' Located atop the BEACH PALMS Condos, in Indian Shores, FL. The PEACH...

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Featured review

"The perfect beach front condo!"

The condo has a perfect view of the beach from inside the condo, and on the top floor patio. The condo is stocked with everything you need for a carefree relaxing vacation. A full kitchen of anything you...

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$203
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to our 2b/2b condo located in the beautiful and secure gated Kelly Greens Golf Course Community. The spacious lanai offers stunning water and golf course views on the first hole and is the perfect place to drink your morning coffee or savor an evening cocktail. Our unit is fully furnished with...

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Featured review

"Terrific location"

Kelly Green is a great place to stay. It is close to Fort Meyers beach and Sanibel Island. The golf course is fun to play and one of the best in the area .The condo has a fantastic view from the lanai....

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$90
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
13 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Fabulous Indian Rocks Beach. Enjoy a unique private property located on the barrier island beach community termed by USA Today article as "The Best Beach Town of All - Indian Rocks Beach".Located in the quaint town of Indian Rocks Beach. You can rent a spacious 1 side of a duplex. Warm and...

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Featured review

"perfect vacation area"

5 minute walk to restaurants bars etc, 3 minute walk to beach, wagon chairs cooler included. short drive to malls, 23 miles from Tampa airport. quiet location on a dead end street, private rear deck and...

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$175
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.