Vacation Rentals in the Gulf Coast of South Florida

SOUTH GULF COAST

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Reservations and Guest Services at Anna Maria Vacations
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REGIONS IN SOUTH GULF COAST

SOUTH GULF COAST DESTINATIONS

FLORIDA DESTINATIONS

Map of South Gulf Coast

The Gulf Coast of South Florida consists of locations from Cedar Key to the Tampa Bay Area to Marco Island. Destinations with miles of beautiful beaches all displaying their own flavor and charming beauty. 

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the South Gulf Coast area. Book your accommodations direct and save on fees and gain in service!


South Gulf Coast Florida Vacation Rentals

Resort Style Living
$142/night
Villa in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
BeachRentals.mobi

House Of The Sun #203GS
$1,701/week
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 5
House of the Sun in Siesta Key Florida

03-Exterior and Interior Photos 7564 Bayshore Dr #206 (16 of 25)
$180/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
Sandy Beach Vacation Rentals

Welcome to Oasis B.
$114/night
Home in South Gulf Coast Florida
2 Beds • 1 Full Bath • Sleeps 4
BeachRentals.mobi

Sunset Sands at Capri - Anna Maria Vacations
$190/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
Anna Maria Vacations

Living room
$175/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 5
Seabreeze Vacation

The Dunes Grande Phoenician 1205
$9,000/month
Condo in South Gulf Coast Florida
3 Beds • 3 Full Baths • Sleeps 6
William Raveis - South Bay Team

Bolero At Tiburon 18-2
$9,000/month
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
William Raveis - South Bay Team

Island Mojo by Anna Maria Island Accommodations
$90/night
Home in South Gulf Coast Florida
3 Beds • 2 Full Baths • Sleeps 6
Anna Maria Island Accommodations

Building Exterior
$92/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
Clausen Properties

Front of house
$350/night
Home in South Gulf Coast Florida
4 Beds • 4 Full Baths • Sleeps 10
Royal Shell Vacations Fort Myers Beach Area of Florida

Balcony
$170/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation

Building
$129/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
Clausen Properties

Castaway Cottage
$294/night
Cottage in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
Lizzie Lus Island Retreat

You could be here!
$300/night
Condo in South Gulf Coast Florida
3 Beds • 3 Full Baths • Sleeps 6
Beach House Real Estate

Wintergreen Ct, 859
$286/night
Home in South Gulf Coast Florida
4 Beds • 3 Full Baths • Sleeps 10
Clausen Properties

Living area
$285/night
Home in South Gulf Coast Florida
4 Beds • 2 Full Baths • Sleeps 8
Royal Shell Vacations Fort Myers Beach Area of Florida

Enjoy laps or relaxing in the pool
$185/night
Condo in South Gulf Coast Florida
3 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi

Hidden Cove 4 - Anna Maria Vacations
$190/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
Anna Maria Vacations

House Of The Sun #212GV
$2,012/week
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
House of the Sun in Siesta Key Florida

Tiburon Castillo II 101
$4,500/month
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
William Raveis - South Bay Team

Shell Isle, Unit 3
$200/night
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 4
Clausen Properties

House Of The Sun #308GV
$2,156/week
Condo in South Gulf Coast Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida

Seaside Beach Cottage - AMI Locals
$220/night
Home in South Gulf Coast Florida
4 Beds • 3 Full Baths • Sleeps 11
AMI Locals Luxury Vacation Rental Properties


Explore the allure of vacation rentals along the Gulf Coast of South Florida, where a tapestry of accommodation options awaits discerning travelers. From quaint cottages to luxurious villas, these properties cater to various preferences, promising an unforgettable stay. As you consider your next getaway, envision sun-kissed shores and a wealth of leisure activities at your doorstep. The fusion of comfort and convenience beckons, offering a tantalizing glimpse into the possibilities of your upcoming vacation. Discover how these coastal havens can elevate your travel experience and immerse you in the vibrant essence of South Florida's Gulf Coast.

Vacation Rental Options Overview

Within the stunning Gulf Coast South Florida region, there are a total of 1,842 vacation rentals available, offering a diverse array of accommodations suitable for families and friends seeking the perfect holiday or weekend getaway. The accommodation types available include 1,167 homes for rent, 630 condos, 88 duplexes, and 48 villas, with additional options like cottages also on offer. When analyzing rental rates, prices vary depending on the property type, location, and amenities provided. Condos may offer a more affordable option for smaller groups, while larger families might find homes or villas more cost-effective. It is essential to compare the different accommodation types to determine the best fit for your vacation needs and budget in Gulf Coast South Florida.

Best Places to Stay Guide

For travelers seeking the ultimate Gulf Coast South Florida getaway experience, exploring the best places to stay is essential for a memorable vacation. When it comes to accommodations, beachfront options offer stunning views and easy access to the ocean, perfect for those wanting a serene retreat. Family-friendly rentals cater to the needs of all ages, with amenities and activities to keep everyone entertained. In the Anna Maria Island Area, you can find 961 vacation rentals, while the Paradise Coast Area boasts 416 vacation rentals. For a more secluded stay, the Fort Myers Area offers 13 vacation rentals. Each area provides a unique experience, with nearby neighborhoods featuring various points of interest to explore.

Vacation Rental Managers List

When planning your vacation in Gulf Coast South Florida, exploring the list of reputable Vacation Rental Managers can provide you with a range of accommodation options tailored to your preferences and needs. Property management plays a crucial role in ensuring a smooth booking experience, and these managers offer various booking strategies to cater to different needs. Roelens Vacations, AMI Locals Luxury Vacation Rental Properties, Pristine Properties Vacation Rentals, Anna Maria Island Accommodations, and Clausen Properties are among the top Vacation Rental Managers in the area, collectively offering a diverse selection of properties for your stay. By choosing to work with these experienced managers, you can enjoy peace of mind knowing that your vacation rental needs are in capable hands.

Rental Options Breakdown

The breakdown of rental options in Gulf Coast South Florida offers a diverse selection of accommodations to suit various preferences and needs. Rental property features range from spacious homes perfect for families to cozy condos ideal for couples. Whether seeking a luxurious waterfront villa or a quaint cottage nestled in the heart of the city, there are options to cater to every taste. Rental budget considerations vary, with options available for both those looking for affordable stays and those seeking upscale experiences. From budget-friendly duplexes to exclusive luxury rentals, Gulf Coast South Florida provides a wide range of choices to accommodate different financial plans without compromising on comfort or amenities.

Fishing Rentals Availability

Amidst the vibrant offerings of Gulf Coast South Florida, what abundance of fishing rentals awaits avid anglers and enthusiasts alike? Fishing enthusiasts in Gulf Coast South Florida have a plethora of options when it comes to fishing rentals. From fishing charter options that provide guided trips to boat rental opportunities for those who prefer a self-guided experience, there is something for everyone. Whether you are looking to explore the waters of the Gulf of Mexico or venture into the intricate maze of the Everglades, fishing rentals in this region cater to all preferences and skill levels. Cast your line and reel in the excitement with the numerous fishing rental choices available in Gulf Coast South Florida.

Rental Manager Search Tips

Exploring the vast array of vacation rental options in Gulf Coast South Florida can be enhanced by utilizing effective search tips to connect with reputable rental managers in the area. When searching for rental managers, prioritize those with a strong focus on property management to ensure a seamless booking process and a well-maintained property. Consider guest experience reviews to gauge the level of service provided by the rental managers. Look for managers who prioritize guest satisfaction and go the extra mile to create a memorable stay. By choosing rental managers who excel in property management and prioritize guest experience, you can enhance your vacation rental experience in Gulf Coast South Florida.

Frequently Asked Questions

What Are Some Popular Activities or Attractions Near the Vacation Rentals in Gulf Coast South Florida?

Near the vacation rentals in Gulf Coast South Florida, popular activities and attractions include beach excursions and water activities, offering opportunities for sunbathing, swimming, and water sports. Local dining options showcase fresh seafood and diverse cuisines. Shopping opportunities abound in nearby areas, with boutiques, art galleries, and markets to explore. Visitors can also enjoy cultural attractions, nature parks, and recreational facilities, making it a well-rounded destination for leisure and entertainment.

Are There Any Special Discounts or Promotions Available for Booking Vacation Rentals in This Area?

Special deals and last-minute offers can be advantageous for guests seeking discounts on vacation rentals in various areas. These promotions often provide cost-saving opportunities for those looking to book accommodations. By taking advantage of special deals and last-minute offers, guests can enjoy discounted rates and potentially access exclusive perks or upgrades. It's advisable to regularly check for these promotions to secure the best deals on vacation rentals in the desired location.

Can Guests Request Specific Amenities or Services to Be Included in Their Vacation Rental Booking?

Guests can indeed make customized requests for their vacation rental booking, including luxury upgrades and exclusive amenities. Personalized services such as private chefs, spa treatments, or daily housekeeping can often be arranged upon request. Whether seeking a special celebration package or unique experiences, vacation rental managers are typically happy to cater to individual preferences to enhance the guest experience. Contact the rental manager directly to inquire about available options for a tailored stay.

Are There Any Restrictions or Rules Regarding Pets in the Vacation Rental Properties in Gulf Coast South Florida?

Pet-friendly policies in vacation rental properties in Gulf Coast South Florida vary. While many accommodations welcome pets, there are often restrictions based on breed, size, or number of pets allowed. These rules aim to ensure a comfortable and safe environment for all guests. It is advisable for guests to inquire about specific pet policies when booking to avoid any misunderstandings or issues during their stay.

How Can Guests Ensure a Smooth Check-In and Check-Out Process When Staying at Vacation Rentals in This Region?

To ensure a smooth check-in and check-out process at vacation rentals, guests should communicate their arrival and departure times to the property management beforehand. Utilizing keyless entry systems can streamline access to the rental without the need for physical keys. Some rentals offer concierge services to assist with any needs during the stay. Early check-in and late check-out options may be available upon request, providing added flexibility for guests' travel plans.





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