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Florida Gulf Coast Vacation Rentals

(3791 rentals)
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

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

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$153
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: Current Date May-December 2025 Rate 2,500+++ .January 2026 $5,500 +++ February 2026 $5,500 +++ March 2026 $4,400+++ April 2026 $4,000+++plus +++ represents three...

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Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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$94
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style...

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$332
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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$263
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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$1,620
avg per night

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Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Coastal Serenity has a rooftop deck, private pool and spa, and an EV Charger! This single family home boasts 4 bedrooms and 3.5 bathrooms and is only a three minute walk to the beach. Beautifully decorated, the kitchen is fully-equipped with a wet bar and an island with ample counter space allowing for...

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$766
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...

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$565
avg per night
Naples Villa
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Naples Coastal Retreat — Available Year-Round for 30-Day minimum Stays ️Serene Water Views • Gorgeous Sunsets • Bird-Watching ParadiseEscape to a coastal-charm villa in Naples, Florida—your perfect 30-day vacation rental, available all year long. Whether you’re...

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Featured review

"Lovely Villa"

The villa was just perfect. Beautifully furnished and spotless. Located conveniently to shopping, restaurants and downtown. Nice pool and gym just a short stroll down the street. The owners were truly fantastic....

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$98
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This cozy beach house awaits your visit! Magnificent view of the Gulf of Mexico and evening sunset from lanai.... Peaceful Intercoastal inlet views and sunrise from front door...This little nest has been newly "stem to stern" furnished and equipped for your comfort. Coastal Living as its...

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Featured review

"Perfect sunsets, great lanai and best location"

Nice quiet location on Turtle Beach. Best sunset views, right on the beach and all the amenities one needs for a perfect beach holiday. Added bonus of docks for boats/kayaks, heated pool and gated entry....

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$302
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Rent Saturday to Saturday Warm Florida sunshine and a dazzling view... beautiful Marco Island at its best. This two bedroom beachfront condo is all about luxury and convenience. The unit has been remodeled and 2 full bathrooms.Watch the dolphins go by .Both the master bedroom and the living area...

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Featured review

"Great condo - excellent location"

We enjoyed our stay and loved the location with great views and sunsets on the beach! Condo was stocked with everything you need to prepare meals, although we visited the restaurants every night to get...

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$273
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...

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Featured review

"Best week!"

My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...

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$337
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover island paradise at “Magnolia” located on Magnolia Ave., a *premier residential street* just south of Pine Ave. in Anna Maria. Magnolia is just 2 blocks from the gorgeous, white sandy beaches of Anna Maria Island, 1 ½ blocks from the charming Ginny & Jane E’s Café,...

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$627
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and come to the beach! The condo is fully stocked with pots and pans and virtually any kitchen appliance you will need. We include house towels, beach towels, a washer and dryer and two TV's....

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$282
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Modern Escape, a sophisticated and inviting vacation rental that perfectly captures the essence of comfort and relaxation. This beautifully designed canal-front home is the ultimate destination for families and friends looking to create lasting memories. With ample space and luxurious amenities,...

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$205
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Exquisitely updated 2/3 bedroom condo surrounded by the most beautiful nature in Bonita Bay. Comfy living room and dining area with gorgeous water views, which attract loads of Florida birds. Cozy den has pull out sofa bed and can also be used as a 3rd bedroom. Primary bedroom features a king sized...

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Featured review

"Fabulous location!"

The condo was beautiful and the setting was incredible. We had a few glitches as it was a new purchase and the first time it was rented out. The owner was quick to respond and resolve any issues. Very comfortable,...

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$187
avg per night
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$324
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book Popeye’s Pool Paradise: • Private heated pool (complimentary heat) • Brand new furnishings throughout • 2 spacious living areas with Smart TVs • Outdoor oasis with BBQ, TV & lounge space • Fully fenced backyard • Garage stocked with...

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$173
avg per night
Bradenton Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

"Reel Paradise" is located in Island Getaway, a hidden gem located in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez...

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$219
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities...

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Featured review

"Great location!"

We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!

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$159
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
56 reviews

Distance to beach: 9 yards to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Dog Brewing Company,...

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Featured review

"One of our best Florida trips!"

One of our best Florida trips. We were surrounded by wonderful people! We truly miss our new found friends!️

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$125
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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Largo House
Sleeps 10, 4 bedrooms, 2 bathrooms
33 reviews

Key Amenities

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

About this property

Escape to paradise at this stunning 4 bedroom, 2 bath home that has everything you need for the perfect vacation. Located just 10 minutes from the beautiful Indian Rocks Beach, you can spend your days relaxing on the beach or soaking up the sun in your own private pool and hot tub.Inside, the home...

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$249
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunset Oasis: • Waterfront canal home with private dock for manatee/dolphin viewing • Private pool + hot tub (heated upon request for additional fee) • Kayaks included for guest use • Outdoor fireplace + stunning sunset views • Spacious layout with multiple...

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Featured review

"Excellent House"

The house was very clean and well kept upon arrival. The pool area, outside space, and seawall deck were fantastic. The only slight blemishes were lack of basic kitchen needs like garbage bags, spices pot...

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$277
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$474
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Naples Pier and Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...

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Featured review

"Wonderful Rental Condo In Naples, Florida"

Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...

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$195
avg per night
Indian Rocks Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious Penthouse unit at The Gables, Indian Rocks Beach with Gulf views and cathedral ceilings. Our unit has been recently fully renovated. The building is undergoing a full renovation which should be completed in the summer of 2026 for you to enjoy. Our unit is on the third floor on the south corner....

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Citrus Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Rainbow Springs

Key Amenities

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

About this property

Immerse yourself in a unique vacation experience at our state-of-the-art 2023 build, located in the heart of Citrus Springs, Florida. Revel in luxury with 3 gorgeous bedrooms, 2 immaculate bathrooms, a heated pool, and pet-friendly spaces. Enjoy proximity to stunning local attractions from Rainbow Springs...

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Featured review

"Snowbird paradise"

Beautiful well stocked home in a quiet neighborhood yet close to good restaurants, shopping, and activities. The owner is awesome - easy to contact and very accommodating.

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Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

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

About this property

LOVERS KEY BEACH CLUB Located south of Estero Island (Fort Myers Beach) across Big Carlos Pass, Lovers Key Beach Club is a secure, gated building with magnificent views, large 50'x30' pool (suitable for lap swimming) heated year round and a private beach immediately adjacent to Lovers Key State...

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Featured review

"Perfect spot to watch the sunrise and count your blessings."

This was the perfect location for our vacation. The condo has a beautiful view of the bay and surroundings - the balcony is spacious & comfortable. Right out the back of the main floor lobby, we could...

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$186
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Bonita Beach and Barefoot Beach

Key Amenities

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

About this property

Bonita Beach Villa – Tropical Getaway with Private Heatable Pool Near BeachesWelcome to Bonita Beach Villa, a charming 3-bedroom, 2-bathroom home designed for relaxation and comfort. Nestled in a serene tropical garden, this retreat offers a private heated pool and is just minutes away from...

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Featured review

"Quietly perfect"

This home was an excellent place to relax and get away from the hustle and bustle of Fort Myers traffic. Great place and would recommend to all!

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$268
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...

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Featured review

"it was a great stay ."

Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food

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$121
avg per night
Special Offer
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Welcome to Lovers Key Beach Club, featuring 9 condos to choose from! Relax on our private beach getaway. Enjoy ocean views, with glorious sunrise and sunsets. Our condos accommodate up to four guest. With large king size beds, and pull out couches. You'll also find kitchens equipped for your cooking...

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$196
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Service Park

Key Amenities

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

About this property

Completely renovated, modern, open/split floor plan design South Venice home with lania covered oversized, heated, salt pool. Two large living areas with 3 bedrooms sleeping 8 to accommodate large family, two families, or multiple couples. Four sliders from living area, kitchen, and master bedroom provide...

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$306
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

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

About this property

Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screened lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops...

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Featured review

"Vacation"

Excellent accommodations location was perfect definitely will be back and recommended clean and pool was winderful

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$185
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NO CANCELLATION FEES: $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival → Full refund (no fees). Cancel within 60 days of arrival → No refund. Cancellations must be made in writing and received by Beach Retreats on or before the...

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Featured review

"Excellent place to stay!"

This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance...

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$869
avg per night
Placida House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Upscale Seasonal Coastal Retreat in Placida, Florida* 3-BEDROOMS, 3-BATH, 3-CAR GARAGE * 2 BEDROOMS WITH ATTACHED BATH AND WALK-IN CLOSETS * PRIVATE ELEVATOR FROM GARAGE * SHORT DRIVE TO BEACHES OF BACA GRAND AND ENGLEWOOD * HEATED COMMUNITY POOL * CLUB HOUSE, TENNIS COURTS, FITNESS CENTER *...

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$217
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning

About this property

Welcome to your inviting Sarasota getaway, featuring three spacious bedrooms and three full bathrooms — perfect for families, couples, or groups of friends traveling together.Step inside and discover a bright, open floor plan designed for comfort and connection. The modern kitchen comes fully...

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$207
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

APRIL 2026 available! We still have other homes available March through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.3...

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Featured review

"Great home!"

We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...

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$264
avg per night
New
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated lanai and living room you’ll find floor to ceiling and wall to wall sliding glass doors with sliding screens that assure totally unobstructed views from the kitchen out. The new...

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$282
avg per night
Anna Maria Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample...

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$488
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan...

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$321
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion 204Summary: Escape to the Gulf Pavillion, a stunning condominium in Naples, Florida, offering luxurious comfort and breathtaking water views. This 2-bedroom, 2-bathroom retreat is perfect for families, with amenities like a communal pool, beach access, and a fully equipped kitchen....

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$233
avg per night
Anna Maria Island Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior For reservations 21+ nights or $20,000+ →...

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$466
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$145
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

Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also...

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Featured review

"Amazing Location"

Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything...

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$284
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations,...

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$338
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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$326
avg per night
New
Indian Rocks Beach Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Spacious 3BR WATERFRONT escape with dock, pool table, SUPs, beach gear, sunsets, and a quick 3 minute walk to the sand. Perfect for families, groups, and memory-making stays in the heart of Indian Rocks Beach. 3/2, Sleeps up to 7.Description *Your Private Intracoastal Retreat — Just Steps from...

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$190
avg per night
New
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends.Description Step outside your private balcony overlooking...

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$169
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to Villa SunshineQuiet SW Cape Coral neighborhood, serene setting with an open view of the swimming pool, hot tub, canal basin and tiki hut. This 4 bedroom, 2 bathroom house and three-car garage is a great seasonal vacation rental. Immediately when entering the large front door one is impressed...

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Featured review

"Sadly, had to cancel."

The cancellation process was a breeze. Our agency was very understanding. We would use them again.

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$192
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.