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Florida Gulf Coast Vacation Rentals

(3914 rentals)
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Palma Rosa is a 3-bedroom, 2-bath vacation home in the Palma Sola area of northwest Bradenton, Florida, with quick access to Anna Maria Island beaches, IMG Academy, Robinson Preserve, De Soto National Memorial, restaurants, shopping, and Gulf Coast attractions. The home sleeps up to 9 guests and centers...

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$257
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2027** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips and...

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$367
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

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$1,689
avg per night
Anna Maria Island Bungalow
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

VRC16-000681 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit A.Unit A: Visit Unit AWelcome to “The Magic Dolphin B” an elevated vacation rental located on the...

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$256
avg per night
Crystal River House
Sleeps 4, 2 bedrooms, 2 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Home is centrally located between all local activities. Just 10 minutes West to downtown Crystal River - Heritage Village area with unique shops and restaurants. Also Kingsbay/ 3 Sisters Springs. Then just 20 min East to Rainbow Springs. This 1940's home has been updated/restored. Quaint 2...

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Featured review

"This cabin is wonderful, and it was the best part of my stay in Florida!"

I cannot say enough about how much we enjoyed this cabin. It was well-supplied for our stay, and everything was very comfortable. The beds were very nice and I slept much better than I usually do when staying...

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$82
avg per night

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Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Blue SeasBlue Seas is a large four bedroom with den and three full bathroom vacation villa situated in the highly desirable NW Cape. The home is centrally located within minutes to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have come...

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$150
avg per night
Last Minute Deal
Longboat Key Condo
Sleeps 6, 1 bedroom, 1 bathroom
12 reviews

Key Amenities

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

About this property

Spectacular Gulf Views and Breathtaking Sunsets – Renovated Beachfront Condo.Relax and unwind at our newly renovated 1-bedroom, 1-bath condo on the pristine beaches of Longboat Key. With sweeping 180° Gulf views, modern upgrades, and easy beach access, this is one of the best values on the...

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Featured review

"Wonderful place!!"

This is an absolute must stay!! You have your own private beach, and everything is so close. The view from the balcony is breathtaking., by far the best place to have your coffee in the morning! The host...

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$266
avg per night
Madeira Beach Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 0.1 miles to Madeira Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This 940 square foot property was recently renovated and is located directly on the pristine white sandy beach of Madeira Beach directly across the street from the famous John's Pass Boardwalk!!!The Madeira Norte condo is located on the second floor and has an open floor plan concept with ample...

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Featured review

"Heritage Landing Condo"

This place is 5 star. Beautiful condo 2 bed 2 bathroom. It has Everything you could need. Golf membership and activities fee reasonable. Golf course is beautiful and well maintained. There is a...

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$160
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Pelican Paradise | SW Cape Coral 3BR Pool Home Near Sun Splash WaterparkEscape to Pelican Paradise, your sunny retreat in beautiful Southwest Cape Coral! This bright and stylish 3-bedroom, 2-bathroom pool home featuring a game room is the perfect getaway for families, couples, or snowbirds...

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$286
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.The main living space features an open-concept design with warm...

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$277
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 3 miles to Park Shore Beach, Lowdermilk Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

JUST REDUCED by $1,000/month in-season!! Fabulous location, 20 minutes walk or 5 minutes drive to Moorings or Park Shore Beach at $8,000/month in season. This 3 bedroom plus office, 3.5 bath Turnkey-Furnished home with over 2,200 square feet of living space and 2 car garage is a perfect place to call...

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$225
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

At Kelly Greens you will have private access to outdoor pool and hot tub and enjoy access to tennis court. Kelly Greens community has 5 miles of private, lighted sidewalks with benches along the way and streets for walking, jogging or biking along with many clubs and activities (water aerobics, yoga,...

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$111
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW TO THE MARKET! Escape to a refined coastal retreat near the tranquil waters of Palma Sola Bay. This desirable 3rd-floor, 3-bedroom, 2.5-bathroom, turnkey-furnished condo offers relaxed luxury and serene surroundings, with two private balconies ideal for enjoying soft morning light and warm Gulf Coast...

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$168
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Create unforgettable memories at “Crescent Palms”. This *perfect island house* has been fully renovated in 2025. Crescent Palms is centrally located, just north of Pine Avenue in Anna Maria. This home is steps away from the gorgeous white sandy beaches of Bayfront Park, having captivating...

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Featured review

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa...

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$424
avg per night
Seminole House
Sleeps 6, 3 bedrooms, 1 bathroom
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Gulf Breeze Getaway - the perfect pool home just a few minutes' drive from popular, fun-filled Madeira Beach!This recently remodeled vacation home features a private, tropical oasis with a sparkling pool (seasonally heated), poolside loungers, gas grill, outdoor dining, and even a...

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$213
avg per night
New
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tide & Tee Retreat is a 4-bedroom vacation rental in NW Cape Coral featuring a private heated pool, freshwater canal access for kayaking, and stunning golf course views. This modern coastal home sleeps up to 10 guests and offers the perfect blend of waterfront relaxation and comfortable open living...

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$336
avg per night
Anna Maria Island House
Sleeps 16, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$811
avg per night
Last Minute Deal
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
33 reviews

Key Amenities

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

About this property

Beach-Front Condo on Indian ShoresThis updated, beach-front condo, in the Chateaux building, offers a tropical resort atmosphere on the beautiful white sand beach on the Gulf of Mexico (Gulf of America).An 'Owner's Pride' and a client favorite, you will truly fall in love with...

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Featured review

"Love this place!"

Love this place! We have stayed here for over 6 years. Always clean, decorated beautifully, fully stocked and never any issues. Host is very accommodating! Sunrise and sunset views are amazing! Relax and...

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$152
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom...

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Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and...

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$189
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you'll find a bright and modern space with all the comforts of home....

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$156
avg per night
Siesta Key House
Sleeps 6, 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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$386
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...

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$176
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the white sandy beaches. This villa has a fully-equipped kitchen,...

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Featured review

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are...

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$187
avg per night
Punta Gorda Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Become a member and enjoy FULL access to ALL Heritage Landing amenities—GOLF, POOL, SPA, and RESTAURANT—all from the comfort of your 1st-floor, no-steps Veranda home.This fully furnished 2-bedroom + office/den (2 full baths) comes with your own 1-car garage and a view golfers dream about:...

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$100
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Frangipani on the Eight Lakes close to Tarpon Point Marina, shopping and restaurants is something very special. Built in west location in the romantic Key West style and due to ist privileged location, it is ideal for the perfect fulfillment of your holiday dreams.Plenty of room with sleeping...

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$217
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
77 reviews

Key Amenities

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

About this property

Bayfront Pool Retreat + Walk to Pine Ave + Golf Cart | TripletailWelcome to Tripletail, your bayfront escape on the coveted north end of Anna Maria Island — where peaceful waterfront views, walkability to Pine Avenue, and resort-style outdoor living come together for an unforgettable stay.Perfectly...

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Featured review

"Paradise by the sea!"

Beautiful, outstanding home with unbelievable views from every window! The water is right outside your door. Plus there's a hot tub out back and a pool out front. It was a very memorable trip that I'll...

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$1,404
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Gertrude's Village House Top location on the island with 3 patios and private gate into world famous Siesta Key Village! Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters...

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$488
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Kick off your shoes and settle into this bright, beachy condo just steps from the Gulf.Highlights: - Newly Remodeled 2-bedroom, 2-bathroom condo in Runaway Bay - Located on picturesque Bradenton Beach, FL - Open-concept living, dining, and kitchen layout - Private balcony with views of lush tropical...

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$138
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,725
avg per night
Cape Coral Villa
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Casa Blanca, your luxurious home away from home located in a serene neighborhood with stunning water views and direct Gulf access. This exquisite 4-bedroom, 3-bathroom villa offers an unparalleled Southern paradise experience, perfect for creating lasting memories with family and friends. With...

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$265
avg per night
Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Venice Beach - Alhambra Road Access

Key Amenities

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

About this property

Stay in the heart of the Venice Island Historic District in this fully furnished and newly renovated 2 bed/2 bath villa! Walk to beach or Historic Downtown Venice in 5 minutes! Very quiet yet convenient location. Villa has an open floor plan which includes a full kitchen with stainless steel appliances,...

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Featured review

"Location, location, location!"

This location is perfect for getting anywhere on the island by foot. The beach, downtown, Venice pier and south Jetty are all within walking distance! The unit worked well for our family, it is as described...

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$270
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Cape Serenity ~ a spacious and inviting 3-bedroom, 2-bath home nestled along a peaceful canal front, just a short walk to local restaurants and shops. Whether you're relaxing by the pool, casting a line from the private dock, or exploring all that Southwest Florida has to offer, this retreat...

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$209
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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$433
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This spacious third-floor corner unit comfortably sleeps four guests. The master bedroom features a luxurious king-size bed, while the guest bedroom offers two full-size beds—perfect for families or couples traveling together.The beautifully appointed kitchen is fully equipped with modern amenities,...

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$260
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

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$200
avg per night
Clearwater Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

*30 day minimum rental per condo association* 90 day minimum stay during winter. Relax in this beautiful gated community. Watch dolphins from your private balcony. Spacious one bedroom condo on the second floor (no elevator) with a fully equipped kitchen with granite countertops. Enjoy two living areas,...

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$103
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Pelican,Villa Pelican is a beautiful, cozy vacation home which is centrally located in the SE Cape Coral Yacht Club neighborhood on a direct sailboat gulf access canal with boat dock and lift. Upon entering the front door, you will find a split floor plan featuring a living room for relaxing...

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Featured review

"Don’t rent this house"

3323 SW 25th Place. This house was supposed to be pet friendly and I guess I don’t know what pet friendly meant. The stains on the carpet were bad. The one pool screen door was off its hinges and had...

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$163
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Martinique South Unit 306 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...

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$277
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$143
avg per night
Anna Maria Island Cottage
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point — one of the...

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Featured review

"Great place!"

Super cozy! Great place for a perfect vacation! Definitely will be one of my choices when we plan our next vacation!

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$327
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Resort living at it's finest! Fantastic fully furnished condo in gated community on 2nd floor(top floor) with the best golf course views in the community. The condo is a 2 bed, 2 bath with den/office that has two twin beds. Each bedroom has a ceiling fan and smart TV and the Den has a smart TV and...

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Featured review

"Birdies and Bourbon aka Paradise"

This condo was the perfect place for our holiday getaway. The condo was fully stocked with everything we could imagine needing, golf course view was absolutely stunning, and the owner went above and beyond...

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$130
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

High demand, upgraded, first floor, corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offers plenty of privacy and direct beach access. The washer and dryer is included by the kitchen. Unit has comfortable furnishings for families or couples and lovely tile throughout....

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$260
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches...

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$384
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Hernando Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The primary bedroom has a comfy king bed, walk-in closet and full bath. This large area has plenty of room for the work station with the 32 inch curved external monitor, overlooking the community pool. The guest bedroom has a king bed and a full bath. This guest room and bath can be separated for privacy...

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$103
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

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

About this property

Come stay at our newly renovated 2-bedroom, 2-bath traditional Florida home! We’ve recently added a brand-new heated 14’ x 25’ saltwater pool—perfect for a refreshing morning dip or unwinding after a day of exploring.Located just a few blocks from the newly revitalized Dearborn...

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Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable &...

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$180
avg per night
Special Offer
Bradenton House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Distance to beach: 8 miles to Bradenton Beach

Key Amenities

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

About this property

⭐ SUPERHOST — Verified for Cleanliness & Communication ⭐HIGHLIGHTS Private heated pool with a fully fenced backyard, outdoor seating, sun loungers, fire pit, BBQ grill, and outdoor dining area Game room with a pool table, arcade games, foosball, ping pong table, life-size games,...

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$311
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 yards to Ft. Myers Beach

Key Amenities

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

About this property

Rental Availability Update - Discounted prices through October 2, 2026! Be among the first guests to experience this fresh, newly updated space!We are excited to share that the complex has fully completed its post–Hurricane Ian restoration, including the re‑opening of the on‑site pool. With...

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Featured review

"Great Trip!"

We had a great time on our trip! The unit is really well kept and has a beautiful view of the ocean. Management and the owners were helpful and easy to contact with any questions. Located within a short...

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$313
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$114
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A few things that make Seagrass Shores Unit 3 special: Close to the beach - 75 steps to the beach Shared community pool Outdoor tiki area and grill Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, beach umbrella Parking for 1 vehicle Escape and settle into a beautiful...

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$191
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.