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Florida Gulf Coast Vacation Rentals

(3721 rentals)
Last Minute Deal
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
14 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

"Picture perfect views & sunsets!"

We would definitely come back to The Reef Club condo. We stayed on the top floor, penthouse view condo! The beach is beautiful. Lots to see and do around it. The trolly to Clearwater is fun, dropping you...

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$405
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Come relax in our stunning 11th-floor remodeled beachfront condo, overlooking the sparkling Gulf of America, serene Tigertail Beach, and a peaceful 31-acre nature preserve. Located in the highly sought-after South Seas community on Marco Island, our home offers breathtaking views of the island’s...

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Featured review

"Very comfortable, peaceful and well-equipped condo."

We enjoyed our stay and appreciated the balcony and view. The beds were comfortable and the bedrooms were spacious. Loved the sliding doors from each room to balcony.

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$228
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...

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Featured review

"Amazing Rental"

Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...

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$343
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms
37 reviews

Distance to beach: 200 yards to Crescent Siesta Key Beach

Key Amenities

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

About this property

Welcome to Paradise at Midnight Cove I Siesta Key, FloridaLocated on consistently top-ranked Siesta Key Beach, our beautifully remodeled bayside condo at Midnight Cove I offers the perfect blend of luxury, comfort, and island charm for your next tropical getaway.Nestled within a lush, gated community...

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Featured review

"Happy place ."

The condo had all the little things that we so appreciate , fabulous linens and the towels were top notch. Also the shower had fantastic pressure some times rare in a rental. The landscaping and canal views...

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$236
avg per night
Naples Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

This comfortable spacious luxury villa was built in 2014, generously equipped with modern and high quality furnishings. The equipment offers optimal living quality.The floor plan of the house and the pool area gives you a very good impression of the generosity. In total, the house has 4 bedrooms with...

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Featured review

"A Perfect Vacation Getaway – We’ll Be Back Again!"

We absolutely loved our stay at this vacation rental! The house was open, airy, and incredibly spacious—perfect for relaxing and spending quality time together. Everything was spotless when we arrived,...

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$319
avg per night

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Location! Location! Location! Naples! Centrally located minutes from downtown and 5th Ave this retreat has it all! Spectacular Gulf Coast beaches are accessible by a short drive or bike ride. You will find endless options of Fine Dining, Upscale Shopping at the Waterside or stroll though Quaint Boutiques....

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$449
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This unique place has a style all of its own. Escape to our stylish 3-bedroom 2- bathroom oasis in Naples, FL, just moments from white sand beaches. Enjoy designer interiors, a private pool, hot tub, pergola with shaded outdoor dining, and fire pit—perfect for evenings under the stars. Ideal for...

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$599
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Barefoot Beach a Place Where Beauty Abounds and Nature Thrives. From the Condo you can enjoy a day sunbathing, picnicking, or swimming in the warm waters of the Gulf of Mexico. At the end of the community is the preserve offering 342 acres of natural land, one of the last undeveloped barrier islands...

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$400
avg per night
New
Redington Shores Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Indulge in coastal luxury at this beautifully remodeled beachside retreat, located just steps from the pristine sands of the Gulf. This elegant one-bedroom, one-bath residence offers a serene escape designed for comfort, style, and relaxation. Enjoy sun-filled days by the water and unwind in the evenings...

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$184
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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$157
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you’re searching for a luxurious, modern, and upscale villa, you’ve just found it. This elegant, south-facing Villa offers 2,346 sqft of space, accommodating up to 6 guests with every comfort you could wish for during your stay.Designed with great attention to detail, the villa impresses...

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$320
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Key Amenities

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

About this property

This light-flooded villa is located directly on the canal with Gulf-Access to. Here you have the possibility to rent a boat and moor it directly at the house for the duration of your stay.With 4 bedrooms this beautiful villa offers you enough space for 8 persons. The master sleeping area is completely...

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Featured review

"Happy Cape"

The house was perfect for my family of five. The pool and hot tub made it so relaxing for the week. We thoroughly enjoyed our stay. The house was very clean with a lot of amenities. Thank you again.

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$269
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

JP’S TURTLE NEST – Come “out of your shell” and stay awhile at one of the few true beach cottages remaining! This so-cute beach cottage is only 55 steps to the beach with View of Gulf from living room! This cottage, among the many made famous by the “Plein Aire Cottage Artists,”...

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Featured review

"Comfy Cottage with Old Florida Charm"

JP's Turtle Nest is an adorable cottage that mixes modern conveniences with Old Florida style charm. Our party consisted of three adults, and it didn’t feel overcrowded. The queen bed and sleeper sofa...

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$228
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 7 miles to Englewood Beach

Key Amenities

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

About this property

Fully furnished and tastefully decorated villa, fully equipped with everything you can ever need at home. 3 spacious bedrooms; 2 with queen beds and the fabulous master with a king sized bed and a dream ensuite bath with a Roman shower, dual sinks, jetted tub, separate enclosed toilet area, and a walk-out...

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Featured review

"Wonderful holidays"

We felt very comfortable in the house. Everything we needed was there. The pool area was beautiful. What I really value is cleanliness. I didn't find any defects; everything was very clean. The location...

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$130
avg per night
Naples House
Sleeps 10, 5 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Have fun with the whole family in this stylish place. This luxury pool home home getaway is close to everything Naples has to offer! Beaches shopping and restaurants are all within minutes of this home. 5 bedrooms gives plenty of room for everyone! The open concept kitchen, dining area and living room...

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$429
avg per night
Indian Rocks Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the Tranquil Turtle within the Windrush Cove community in Indian Rocks Beach. Tranquil Turtle is a beach lover's dream - just a quick 3 minute bike ride or 10 minute walk to the beautiful surf and sunset. With charming updates throughout, this 2 bedroom, 2 bathroom unit boasts a warm,...

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Featured review

"We loved the Tranquil Turtle!"

We spent an entire month here and loved every minute of our day. Our hosts were very responsive, even checking in via text here and there to make sure everything was going well. The unit may not sound large...

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$124
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 9 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Modern dream villa with west exposure - Villa SunflowerThis 2020/2021 newly built pool house was attractively bright and modern furnished. Be enchanted by the sunset of Florida by sitting comfortably on the terrace by the pool!Two bedrooms with king-size beds, plus a third with two single...

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Featured review

"Great place"

Excellent stay. Fantastic location. Everything needed was supplied. Very clean and passed our inspection.

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$207
avg per night
New
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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$218
avg per night
Madeira Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Modern 3BR/3BA Madeira Beach condo at Madeira del Mar with heated pool, balcony, and 2 covered parking spots. Walk to the beach and restaurants. Sleeps 10. Perfect for families, couples, and groups. 2-night minimum stay.The bright, open layout features a fully equipped kitchen with stainless-steel...

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Featured review

"Everything you need for a beach stay!"

Heather, the host, was very attentive! She kept us up to date on what to expect from check-in to check-out and everything in between. This condo is absolutely beautiful and has everything you need for a...

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Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 2 miles to Manasota Key

Key Amenities

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

About this property

This newly updated home with it's unique guitar-shaped pool is an excellent getaway. The perfect place to unwind and decompress. The beautiful Venice Beach is within a 10 min drive to hunt for shark's teeth and a sunset stroll. If golf is your passion, an 8 min drive takes you to a one of...

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Featured review

"Convenient Getaway!"

We loved our time at this beautiful home! The house was spotless—clearly very well cared for—and had everything we needed for a comfortable stay. The location was perfect: just a short distance to the...

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$143
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Remodeled Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully remodeled waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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Featured review

"Incredible stay!! 10 stars out of 5."

Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure...

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$248
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

TWO WEEK MINIMUM STAY. No exceptions. No Pets. Sorry.20 STEPS TO THE SAND - GREAT VIEWWe are cheaper than any two bedroom, two bath on the island. We are priced to stay booked.Private high speed internet!This gorgeous open concept, two bedroom, two bath, family room, dining area and kitchen...

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Featured review

"Ok"

️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back

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Special Offer
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
43 reviews

Key Amenities

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

About this property

Stunning Oceanfront Condo on Siesta KeyStep into your private paradise! This condo offers breathtaking ocean views from the living room, master bedroom, kitchen, and lanai. Imagine waking up to the sound of waves and ending your day with the sun dipping into the Gulf—this is coastal living at...

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Featured review

"Unit A208 - Fisherman's Cove"

Great location, nice unit - we will book again! The unit has nice furnishings, great kitchen and bathrooms. We like the somewhat central location as we can travel north, east or south to a variety of...

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$491
avg per night
Bradenton House
Sleeps 12, 4 bedrooms, 3 bathrooms
8 reviews

Key Amenities

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

About this property

Your Private Waterfront Resort in BradentonWake up to calm water, warm Florida sun, and the quiet sight of manatees drifting past the dock. Mornings start slow here coffee by the canal, palm trees swaying, and that peaceful feeling you only get when there’s nowhere you need to rush to.By...

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$561
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$142
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 2210 SW 43rd Ter Cape Coral, FL, 33914, US LICENCE NO: RR-001809-2026 BUILT IN: 2001 LAST RENOVATED: 2025 (fully renovated) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Large lanai &...

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$176
avg per night
Bonita Springs House
Sleeps 8, 3 bedrooms, 2 bathrooms
28 reviews

Key Amenities

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

About this property

The perfect vacation home just minutes away from the beach! This home has been completely renovated offer great comfort and style in an ideal location. Enjoy the great lake view from the pool. The large U-Shape pool comes with an inside the pool round table with a beautiful umbrella, perfect for having...

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$438
avg per night
Marco Island Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Incredible pool, spa, and lanai where you can enjoy sunrises and sunsets on the converging long-water views. New furnishings and all new mattresses! Our light and open home epitomizes the best of Marco Island's attractive beach-getaway lifestyle. You’ll be delighted with the perfect combo of...

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$338
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Villa Seashells location, location, location. This beautiful waterfront villa is in Cape Coral situated close to Tarpon point marina and has direct sailboat access to the gulf being only 10 minutes away. This region is so far undiscovered by mass tourism, offers something for everyone. The area is renowned...

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Featured review

"Well maintained home and pool on a canal"

This home is 2 miles from The Boathouse Tiki Bar and Grill and is located in a quiet neighbor hood. The house is well maintained and everyone who stayed with me have a great time.

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$355
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

**Our building is open and all amenities are fully functional.*Stunning Renovated Beachfront Condo | 3 Bed, 2 Bath | Gulf Views | Madeira BeachWelcome to your dream vacation getaway! This beautifully updated 3-bedroom, 2-bath condo is in the heart of Madeira Beach. Our condo building has just undergone...

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$472
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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Featured review

"Exceptional. Modern. Accommodating hosts."

This was my first experience staying downtown Naples. My hosts, Charlie and Debbie were the best! Accommodating, helpful, and eager to please. Totally remodeled unit with all the conveniences within two...

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$133
avg per night
Clearwater Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

4 1/2 minute walk to the Clearwater Beach sand.Great April 2026 rates on remaining available dates!NO EXTRA CHARGE to heat the pool in the cooler months up to 90 degrees. Some rentals charge $35 per day as an add on.Margaritaville is all NEW inside in 2025! Enjoy the beachy soft colors throughout...

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Featured review

"This place is fantastic"

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

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$511
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$260
avg per night
Sarasota Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautifully renovated home offers an open-concept living space, ideal for those looking to enjoy comfort and style. With two spacious bedrooms and two well-appointed bathrooms, this home is perfect for relaxation and privacy. Relax and enjoy the outdoors in your private lanai area. Located just across...

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$193
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 2930 SW 10th PL Cape Coral, FL, 33914, US LICENCE NO: RR-001659-2026 BUILT IN: 2021 LAST RENOVATED: 2025 (new lanai furniture) MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated)...

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Featured review

"BO NEED TO LEAVE!"

Villa Cozy Flamingo was more than we'd hoped for. Between the pool, hot tub and channel to fish, we never felt like we needed to go anywhere. We were amazed at all the beach chairs, umbrella, floats water...

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$164
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Seaplace is a gulf-front community that sits on 42 acres. Enjoy a half mile of beachfront and 1-mile walking trail in addition to two heated pools and three Har-Tru tennis courts.This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from...

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$181
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

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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$269
avg per night
Anna Maria Island Cottage
Sleeps 4, 1 bedroom, 1 bathroom
57 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

I try to work with your budget!- please inquire!!! If our cottage is booked, I help people with other cottages- you will love it!Welcome to paradise.....This updated cottage is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find...

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Featured review

"Perfect home away from home!"

We rented at Tradewinds for the second time through Linda and both experiences were just perfect! Couldn’t ask for a better location and the units were clean and had everything we needed for a great vacation....

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$287
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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$170
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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

Distance to beach: 7 miles to Naples

Key Amenities

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

About this property

Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...

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Featured review

"February full"

Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!

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$142
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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$175
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a 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 exquisite...

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

Distance to beach: 3 miles to Honeymoon Island

Key Amenities

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

About this property

Stunning Top-Floor Oceanfront Condo with Breathtaking Sunset Views This beautifully furnished 2-bedroom, 2-bath condo is one of the best units in the complex, offering sweeping sunset and waterfront views from your private West-facing balcony and both bedrooms. Located on the top (3rd) floor, this spacious...

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Featured review

"Relaxing oasis overlooking the Gulf"

Charming and friendly condo with outstanding sunset views. Relax on the balcony and watch the dolphins and other marine wildlife. This charming condo is spacious with everything you need for a wonderful...

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$125
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bonita Beach

Key Amenities

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

About this property

Bookings now open for our new Bonita Springs vacation home! This 3-bedroom, canal-front house offers direct Gulf access in 10 minutes. Relax on the private balcony with a hot tub spa and waterfront views. The home is just minutes from Lover's Key State Park, shopping, and dining (Coconut Point Mall)....

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$308
avg per night
Warm Mineral Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful 2 bedroom 2 bath, 1 car garage condo on 2nd Floor of a two story building in Sabal Trace. Over looks a quiet lagoon for maximum privacy and serenity. Furnished seasonal rental is available from November 2025 through May 2026. Spacious living space, lovingly furnished for your enjoyment. Galley...

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$117
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Come spend some time in our dream home. The Villa Papaya is a waterfront home, located on canal Papaya which is gulf accessible and surrounded by palm trees. It is perfect for a family vacation in the the “ Venice of America” to make memories that will last for a life time. Our home has...

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Featured review

"Relaxing home with a beautiful view"

The house is a good size for a family and comes with decent supplies. The outside area of the home is amazing and overlooks the canal so very relaxing. Close to the home there are a few good grocery stores,...

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$316
avg per night
Siesta Key Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
14 reviews

Distance to beach: 0.3 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover the ultimate Siesta Key getaway with this beautifully appointed, smoke free, 3-bedroom Townhouse, perfectly situated just 300 steps from the world-famous Crescent Beach. Enjoy the best of both worlds with Turtle Beach only 2.4 miles away, offering endless opportunities for seaside relaxation...

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Featured review

"Great location!!!"

The condo was great for our stay in Crescent beach for the month. It has everything you need to enjoy your stay at the beach. From beach chairs,bikes,umbrella's, towels and so much more. The pool was very...

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$472
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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$280
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Overbrook Gardens Waterfront Oasis Stunning canal front home This home was built to enjoy everything Florida has to offer. From the lush tropical landscaping to the abundance of outdoor living space, there is something for everyone. Don’t want your day to end, set up a great game of pool. The...

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$375
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.