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Florida Gulf Coast Vacation Rentals

(3979 rentals)
Palmetto House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Villekulla! 1 Mile from Bradenton Convention Center & Downtown Bradenton .5 Miles to Palmetto City Fishing Pier & Riverhouse Restaurant Short drive to the World Class Beaches of Anna Maria Island Private Screened in Heated Pool Fully stocked kitchen for all of your...

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$194
avg per night
Bradenton House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Coco Loco! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Heated Pool, Outdoor Seating, BBQ Grill Private Boat Dock, Short Drive to Gulf High-speed Wi-Fi, Smart lock for Self Check-in, Luxurious Linens and...

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$254
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Twin Palms Oasis! Short drive to the World Class Beaches of Anna Maria Island Screened in Heated Private Pool & Spa Pool Table, Arcade Basketball, Pac-Man, Poker & More Beach Chairs, Wagon, Cooler & More Family friendly with pack'n'play Fully stocked kitchen...

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$250
avg per night
Anna Maria Island Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beachcomber showcases spacious decking and a bright, open-concept living, dining, and kitchen area, radiating coastal luxury and charm. The main bedroom features a sumptuous king-size bed and a stylish en-suite bathroom with a soaking tub and a shower, while the second bedroom can be configured as either...

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Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Sunshine Cove located in Bradenton, FL Less than 4 miles to Bradenton Beach & the world-famous beaches of Anna Maria Island Private HEATED pool, firepit, BBQ grill, fenced turf yard & pet-friendly Beach chairs, wagon, and a cooler available Family friendly with pack'n'play...

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$189
avg per night

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Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Bloom Lagoon! Short Drive to the World Class Beaches of AMI Basketball Hoop, Bikes, & Beach Equipment Available for use! Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Screened in Pool Area Fully stocked kitchen for all of your favorite home-cooked meals High-speed...

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$199
avg per night
Bradenton House
Sleeps 9, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Bella! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-inThis beautiful 4 bedroom 2 bath home in Downtown Bradenton sleeps...

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Featured review

"Great stay, plenty of room for family!!"

Anchor Down was very attentive to our needs. Great outdoor Gazebo! plenty of pool towels and toys for kids. Quiet location. Would definitely visit again.

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$237
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Agave Sun! Short drive to the World Class Beaches of Anna Maria Island ​​​​​​​ Screened in Heated Pool/ Backyard Oasis Close proximity to IMG Academy, Parks & More Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi included, Smart lock...

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$252
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Driftwood Dreams Just Minutes to Anna Maria Island & Bradenton Beach Private Resort-Style Pool & Fully Fenced Backyard Fishing poles & Shark Tooth Hunting gear Beach Chairs, Wagon, Cooler, Toys, & More! Game Room w/ Arcade Games, Bumper Pool, Foosball & Poker...

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$221
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Cape Vista Getaway! Short Drive to the World-Class Beaches of Anna Maria Island Close Proximity to Lakewood Ranch, Sarasota, and Tampa Private Heated Pool, Putting Green, Loungers, & More Fully Stocked Kitchen for All of Your Favorite Home-Cooked Meals High-Speed Wi-Fi, Smart...

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Featured review

"Average Home"

The home was nice but needed updating and cleaning. The pool was heated and I got to enjoy it during the evening.

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$199
avg per night
Lido Key Apartment
Sleeps 5, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available December 15, 2026 through April 30, 2027for $9800.00 per month, off season 6,500.00 this beautifully updated sixth-floor beachfront condominium at 1750 Benjamin Franklin Dr #6G, Sarasota, FL 34236 offers the perfect seasonal escape on Lido Key. Featuring 2 bedrooms, 2 bathrooms, and 1,403 sq...

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Anna Maria Island Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Sea Site Unit B! 100 Steps to the World Class Beaches of Anna Maria Island Close to Restaurants, Shopping, and More Private Patio for Beach Equipment and Grilling King, King, & Two Full Beds High speed Wi-Fi & Smart lock for Self-Check-inWelcome, too Sea Site Retreat Unit...

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$266
avg per night
Clearwater Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your dream beach escape at our stunning Clearwater Beach, FL, rental, where coastal elegance meets modern luxury. Nestled just a short stroll from the iconic sands of Clearwater Beach, this 4-bedroom, 5-bed residence offers the perfect blend of relaxation and convenience.Step inside and...

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Bradenton House
Sleeps 23, 8 bedrooms, 7.5 bathrooms
1 review

Key Amenities

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

About this property

75 Palms by Anchor Down Vacation RentalsStep through the gates of this private Bradenton estate and you'll find not one home but two, wrapped around a pool courtyard built for a crowd. A large activity turf area as well as a pickleball court, three-hole putting green, and a game room keep the...

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Featured review

"Senior Families Spring Break Trip"

75 Palms was amazing! We had a group of 21 people for a senior boys spring break trip, and it was perfect. The outdoor area is very big, and there’s a lot to do. The swimming pool is a great size, the...

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$996
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Mermaid Bay Located in San Remo Shores just off Anna Maria Island! Short drive to the World Class Beaches of Anna Maria Island Private Dock, Bring your Boat or other Water Toys! Enjoy Kayaking, Bike Riding and so much more Private Screened in Heated Pool, Outdoor Seating, BBQ Gas...

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$203
avg per night
New
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come to one of the top-rated beaches in the USA! We currently have a gorgeous, newly rennovated and fully furnished 2bd/1ba condo available for immediate move-in!Perfect for travel nurses, relocating professionals, corporate stays, or anyone looking for a comfortable extended stay. Price varies based...

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New
Cape Coral House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Newly built expansive waterfront home in Cape Coral will exceed your expectations! With 4 large bedrooms, 5 bathrooms, 6 flat screen TVs, large open layout kitchen w/ a bar, 8 seat dining table, private screened-in heated pool with in-ground hot tub, open concept with indoor-outdoor living, and boasting...

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New
Manasota Key Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Distance to beach: 150 yards to Private

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

MANASOTA KEY BEACH TO BAY CONDO2 MINUTE WALK TO PRIVATE BEACH/PROPERTY IS ON LEMON BAY INCLUDES NO CHARGE BOAT DOCKS VERY PRIVATE 2 BEDROOM TOWNHOUSE 1 1/2 BATHS 2 OBSCURE PATIOS COVERED CAR PORT TEMPERATURE CONTROLLED POOL WITH BATH HOUSE WASHER DRYER IN UNITFOR...

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New
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Escape to paradise at this beautifully furnished 3-bedroom, 2-bathroom single-story home perfectly situated in Marco Island’s highly desirable resort corridor. Avoid the stress and steep fees of beach parking—this home is located just a short stroll down the block to the beach access point...

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$571
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Premium Luxury Top-Floor Bayside Penthouse | Panoramic Water Views | Designer Coastal Retreat Experience elevated coastal living in this exceptional top-floor Bayside penthouse offering sweeping, unobstructed water views and some of the most spectacular sunsets on Florida’s Gulf Coast. Completely...

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$316
avg per night
New
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha...

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New
Sarasota House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

This Tropical Island Oasis Escape boasts a private pool and ample room inside and outside for family and friends. Conveniently located on Siesta Key with walkability to the quaint Shell beach with ocean access or take a short bike ride or drive to the beautiful beaches of Siesta Key or dining and shopping...

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$675
avg per night
New
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Available December 1, 2026 through April 30, 2027 $6,990/month | $33,500 full 5-month season | 30-day minimum Full-season rental preferred Enjoy the Naples winter season from this beautifully furnished first-floor corner residence in The Strand, offering panoramic lake and golf-course views from the...

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$231
avg per night
New
Clearwater Beach Townhome
Sleeps 11, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Beautifully located four bedroom 2 1/2 bath townhome on Clearwater Beach breathtaking views from the rooftop deck looking at the Gulf of Mexico and Clearwater Bay. You are steps away from local bars and restaurants. Pickleball just out the front door. Public pool next-door to the property. BayCare sound...

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Palm Harbor House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious Intracoastal Waterfront Retreat with Private Pool and Boat Dock Experience the ultimate Florida getaway in this stunning 1800 sq ft single-family home, perfectly situated on the Gulf of Mexico's Intracoastal Waterway. This waterfront oasis offers:Prime Location: Directly on the Intracoastal...

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Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

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Palm Harbor House
Sleeps 13, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Honeymoon Island

Key Amenities

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

About this property

Four bedroom two bathrooms, pool garage

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Featured review

"Brother's Wedding"

Me and my family loved, loved, loved our stay!! Beautiful home with the backyard to match. The backyard was such a great vibe. Definitely will book again if there is availability.

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Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance...

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Featured review

"Siesta Beauty!"

The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free...

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Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Relax with the whole family and enjoy the island life at our centrally located home !Enjoy our recently updated 3 bedroom,, 2 bath vacation home. It boasts a beautiful HEATED , salt water in-ground pool on an oversized patio. Close to shopping and restaurants! Our house is located on a quiet...

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Featured review

"Central location, great home, beautiful beaches."

Stayed here two years in a row and enjoyed the location close to restaurants and beaches. Go to the farmers market if you can and find lots of delicious things! This home is in a great neighborhood and...

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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.