Top Vacation Rentals Near Clearwater: Your Ultimate Guide to a Memorable Getaway

Top Vacation Rentals Near Clearwater Florida
Photo by Margaret from AdobeStock

Share the Love

Are you planning to take a break from the hustle and bustle of city life and experience a fun-filled vacation? Look no further than Clearwater, Florida, known for its crystal-clear waters and stunning sunsets. With a wide variety of outdoor activities, shopping, and dining options, Clearwater offers something for everyone.

When it comes to accommodations, vacation rentals are an excellent choice for travelers seeking a more personalized experience. In this guide, we’ve compiled a list of the top vacation rentals near Clearwater, each offering unique amenities and a comfortable stay.

Ahoy Paradise

Ahoy Paradise Vacation Rental
Photo by Town Townsend Photography

You’ve arrived at Paradise, a spacious home that’s the ideal spot to anchor your pirate ship. Featuring three bedrooms, two bathrooms, two living areas, and an outdoor lounge by the pool, this home is perfect for your entire crew. Whether you’re in the mood for a refreshing swim in the pool or a salty dip in the ocean, Ahoy Paradise is just minutes away from the beach. 

For those seeking adventure, take your little buccaneers to some of Florida’s most well-known attractions. Come make memories and enjoy your own slice of paradise!

Anchors Away

Anchors Away Vacation Rental
Photo by Town Townsend Photography

Looking for the perfect spot to drop anchor? Look no further than Anchors Away! This cozy two-bedroom, one-bathroom cottage offers a comfortable stay with all the amenities you need. Tucked away in a peaceful neighborhood surrounded by lush trees, this charming home is the ideal retreat. 

Relax on the big, comfortable couch and watch a movie, enjoy a cup of coffee on the porch, or savor dinner under the stars. Anchors Away is just minutes away from shopping, dining, beaches, and a variety of other attractions. If you’re in the mood for adventure, take a trip to Busch Gardens, Disney World, or The Florida Aquarium. You can also experience the vibrant nightlife of Clearwater Beach, Downtown St. Petersburg, or Downtown Tampa! With so many places to explore in the area, you’ll always have an exciting destination to sail to. But when it’s time to cast anchor, make sure it’s at Anchors Away!

Brook Shores

Brook Shores Vacation Rental
Photo by Town Townsend Photography

If you’re having trouble choosing between lounging by a serene lake, soaking up the sun by the pool, or taking a dip in the ocean, Brook Shores is the perfect destination for you. This stunning three-bedroom, two-bathroom pool home backs up to a tranquil lake and is only minutes away from some of Florida’s most breathtaking beaches. 

With an open-concept living area, outdoor lounge, and heated pool, this home is the ideal place to create lasting memories with your loved ones. Brook Shores is conveniently located within a short distance of some of the world’s most popular attractions. 

Disney World, Universal Studios, The Clearwater Aquarium, and Florida’s famous white sand beaches are all just a stone’s throw away, providing endless opportunities for family fun. Whether you’re seeking a relaxing stay by the Brook or an adventurous time by the shores, come and experience all that Brook Shores has to offer!

Dolphin Trail

Dolphin Train Vacation Rental
Photo by Town Townsend Photography

Get ready to embark on an unforgettable adventure and follow the playful dolphins down Dolphin Trail! This charming three-bedroom, two-bathroom pool home offers you a unique opportunity to see everything that the dolphins see on their trail. From colorful fish and adorable turtles to stunning starfish and vibrant coral reefs, you’ll be able to witness the beauty of the ocean like never before. 

Keep your eyes peeled, and you might even catch a glimpse of some Flamingos and Egrets when the dolphins come up for a breath! The open and nautical-themed interior of this home will make you feel like you’re part of the Pod. Bring the little ones along and let them experience the ultimate sleepover in the cozy bunk bed room. 

The private master bedroom features an ensuite bathroom and exclusive access to the pool area, allowing you to relax and unwind in complete privacy. The spacious and open kitchen provides ample counter space for preparing all the delicacies that the ocean has to offer, and the living room is the perfect place for the whole family to hang out and enjoy each other’s company. 

Whether you choose to lounge by the pool or take a short drive down to the world-renowned white sand beaches of Florida, you’re sure to create unforgettable memories with the Pod. Along the trail, you’ll find a plethora of restaurants, shops, and nautical adventures to explore. So, don’t stray off the path and get ready to enjoy the journey down Dolphin Trail!

Mermaid Lounge

Mermaid Lounge Vacation Rental
Photo by Town Townsend Photography

Looking for a luxurious getaway just minutes away from the beach? Look no further than the Mermaid Lounge! This professionally decorated 3 bed/2 bath pool home is the perfect spot for a romantic retreat or a weekend getaway with some close friends. Relax with a glass of wine by the pool or snuggle up with your mer-friends on the big comfy couch and watch a movie. 

The open floor plan kitchen and living area are perfect for entertaining and the three bedrooms offer big comfy beds you won’t want to leave. Of course, as its name suggests, the Mermaid Lounge is located just minutes away from some of the most beautiful beaches in Florida. 

Whether you’re in the mood for beach nightlife in St. Petersburg or Clearwater or a more laid-back vibe in Indian Shores, there’s something for everyone. So come unwind and make some mer-memories at the Mermaid Lounge!

Paradise Palms

Paradise Palms Vacation Rental
Photo by Town Townsend Photography

Welcome to Paradise Palms, where this cozy condo awaits to be your home away from home during your one-way ticket to paradise. Whether you’re here for a quick weekend getaway or an extended stay, this condo has everything you need for a comfortable and enjoyable stay. Sip a glass of wine and watch the sunset from your balcony, curl up in bed and watch a movie, or order in and enjoy a delicious meal. 

The condo complex offers a variety of amenities, including a community pool, hot tub, splash pad for the kids, a bar, snack station, fitness center, and direct beach access. If you’re in the mood for adventure, take a short drive to Johns Pass and explore the shops, restaurants, and attractions. 

For the thrill-seekers, there are plenty of options for water sports, from jet skis and boats to parasailing and pirate ship tours. End your days by relaxing under the palm trees and soak in the beauty of paradise at Paradise Palms!

Pelican Place

Pelican Place Vacation Rental
Photo by Town Townsend Photography

This adorable beach bungalow is the perfect place to stay with the family. Shaded by palm trees in the front and greeted by a heated pool in the back, you’re bound to have a wonderfully relaxing time at Pelican Place. Open the French doors and watch the kids play in the pool or enjoy the breeze without leaving the comfort of your bed. 

This beautiful home is located only 3 miles away from Indian Rocks Beach. Pack up the beach chairs and sand toys and enjoy a day of sandcastles, sunbathing, and swimming. You’ll find this beach town offers nothing short of a good time. Whether you’re looking for a bite to eat or a souvenir to bring home, there’s plenty of restaurants and shopping nearby. 

Enjoy a day of kayaking or paddle boarding on the intercoastal, go fishing, or leave footsteps in the sand. Find a place with the pelicans at Pelican Place.

Pink Sunshine

Pink Sunshine Vacation Rental
Photo by Town Townsend Photography

Looking for a getaway that transports you to the charm of old-world Florida? Look no further than this delightful 3 bed/2 bath home that sleeps up to 10 people. Perfect for a family vacation, the shared room is the ultimate sleepover for kids. Pink Sunshine has a spacious open floor plan, you’ll have plenty of opportunities for quality family time. 

Outside, a brand-new heated pool and spa await. Enjoy a BBQ on the porch and have a picnic while the kids splash in the water. And when they’re tucked in bed, unwind in the hot tub. Take a trip to the park or enjoy a stroll with your furry friend down the Pinellas trail. 

This home has everything you need for the perfect beach day. Make sure to capture all of your most cherished memories with a little touch of Pink Sunshine.

Plumeria House

Plumeria House Vacation Rental
Photo by Town Townsend Photography

This luxurious vacation will transport you to a world of peace and tranquility. Look no further than Plumeria House! This gorgeous 3 Bed/2 Bath home offers all the comforts of home with all the perks of a high-tech luxury resort. With high ceilings, a spacious kitchen and living area, and an outdoor patio perfect for working remote or enjoying the fresh air, you’ll have plenty of room to let your creativity bloom. And when you’re ready to relax, turn on the game and enjoy a meal and some card games with your friends! 

The beautiful bedrooms offer sleek minimalist décor, large comfy beds, and 65-inch TVs. Plus, the high-tech light switches have been thoughtfully placed by the beds, so you can set the mood and drift off to sleep. This elegant home is the perfect place to unwind, relax, and indulge in the lap of luxury. So, if you’re looking to escape the hustle and bustle of everyday life and stop to smell the flowers, come stay at Plumeria House!

Seahorse Stables

Seahorse Stables Vacation Rental
Photo by Town Townsend Photography

Gather your loved ones and prepare for a vacation like no other at Seahorse Stables! Tucked away in a tranquil cul de sac, this lovely 3 Bed/2 Bath home is just a 15-minute drive from Indian Rocks Beach. Bring your furry friend and discover some of the nearby parks and Botanical Gardens. Take a dip in the heated pool, enjoy a mouth-watering BBQ or unwind with a family movie night in the spacious living area. 

Seahorse Stables is conveniently located close to shopping centers, restaurants, and pristine beaches with white sand. If your little ones are feeling adventurous, hop in the car and explore Busch Gardens, Universal Studios, or Walt Disney World, all within easy reach. 

Whether you’re seeking a peaceful retreat or an exciting getaway, Seahorse Stables offers both. Come and make unforgettable memories with the seahorses at Seahorse Stables.

Sunset Cove

Sunset Cove Vacation Rental
Photo by Town Townsend Photography

Experience the perfect beach vacation in this gorgeous getaway just across the street from the 7th Street Indian Rocks Beach Access. Sunset Cove is settled in a gated and secure Intercoastal community, you’ll have access to a pool, BBQ, fishing pier, and more. Enjoy a short walk to the Kooky Coconut, Guppy’s, and all the best beach restaurants in town! 

Whether you’re looking for an escape from the snow or testing out the lifestyle before making a second home purchase, this fully furnished and equipped 4-bedroom, 3-bathroom end unit is perfect for an extended stay. With the ability to comfortably sleep 8 guests and a golf cart to get around the community and over to the beach, this home comes with all the beach essentials you could need, including a beach cart, towels, kayak, chairs, pool floats, cooler, and much more. 

The kitchen is fully equipped for preparing wonderful meals, and the bathrooms are fully stocked with shampoo, conditioner, body wash, lotion, magnifying mirror, hair dryer, and other small necessities you may have forgotten. Relax in the fully screened-in lanai with a dining table and comfortable seating, just off of the living room. Book now for an unforgettable beach vacation!

Sunset Point

Sunset Point Vacation Rental
Photo by Town Townsend Photography

Are you ready for the ultimate Gulf of Mexico and Intracoastal views? Look no further than Sunset Point, an incredible 7th floor condo with 2 bedrooms and 2 full bathrooms. Start your day with a breathtaking sunrise on the front patio and end it with a spectacular Gulf sunset on the back deck. Stay as long as you like, because this condo has everything you need for an extended stay. 

Relax in the heated Gulf front pool and take in the stunning scenery. The master bedroom features a king bed, full ensuite, Smart TV with cable, and a walk-in closet. The second bedroom has two twin beds, cable TV, and a walk-in closet. Need extra sleeping space? The living room has a pull-out sofa for two and two twin size mattresses are also available. Plus, beach chairs, sand toys, and an umbrella are provided for your convenience. Don’t miss out on this unforgettable Gulf getaway!

Tropical Oasis

Tropical Oasis Vacation Rental
Photo by Town Townsend Photography

Looking for a place to stay that is as tropical as the Sunshine State? Tropical Oasis is the perfect spot for you! This stunning property is surrounded by its very own personal tropical forest, featuring lush vegetation and shaded palm trees that will take your breath away. With 4 bedrooms, 3 bathrooms, and two living areas, this vacation home has everything you need for a relaxing getaway. 

Unwind in the hot tub, lounge in the sun, take a nap in the hammock, play in the yard with your kids and furry friends, or catch the game on the patio. The possibilities are endless in this oasis. Plus, you’re only minutes away from the true tropics of Florida. Explore the stunning beaches in the area, feel the sand between your toes, and breathe in the salty air. When you’re ready to venture back to civilization, you’ll find plenty of shopping just down the street. Come experience the ultimate vacation at Tropical Oasis!

Turtle Crossing

Turtle Crossing Vacation Rental
Photo by Town Townsend Photography

Turtle Crossing is the perfect vacation spot for those seeking a relaxing and laid-back experience. Here, you can slow down and take it easy while enjoying all the comforts of home. This spacious 4-bedroom, 3-bathroom home offers plenty of room to kick back and have some fun with your loved ones. 

With a cozy living room, a competitive foosball table, and even an outdoor fire pit for stargazing, you’ll have everything you need for a truly memorable stay. Plus, the home is just a stone’s throw away from some of the area’s most beautiful beaches, exciting attractions, and fantastic restaurants and shopping. So why not take some time to shell-ebrate life with your family and friends at Turtle Crossing?

Plan Your Vacation to Clearwater

All of these vacation rentals near Clearwater, Florida offer unique amenities and a comfortable stay. With their close proximity to the beach and other attractions, they are the perfect choice for your next vacation. Book your stay today and create unforgettable memories with your loved ones.

If you are looking for more information on these vacation rentals, reach out to Hustle & Heart Vacation Rentals.

**Disclaimer: There is a good chance that this post contains affiliate or sponsor links. If you make a purchase through them, we may receive a small commission at no extra cost to you (for which we are extremely grateful).

Also, while we do our best to highlight LGBTQ-friendly destinations and businesses, info provided is based solely on personal experience and recommendations by community partners. We hope that nobody experiences discrimination or homophobia while visiting Florida, but we make no guarantees. Please inform us if you experience discrimination or homophobia while visiting any destination so we can make updates to our recommendations.

You Might Also Like

Featured Articles

LGBTQ+ Palm Beaches
LGBTQ+ Travel Guide to The Palm Beaches: Discover Diversity
Best gay Friendly Restaurants in Key West
Savoring LGBTQ+ Inclusivity: Key West’s Top Restaurants
Indoor Activities in Fort Lauderdale
Fort Lauderdale Rainy Day Guide: Fun Indoor Activities
Watersports Key West
Top Key West Water Adventures: Snorkeling, Diving, and More
Alexander's Guesthouse Key West
Alexander’s Guesthouse: Best LGBTQ+ Bed & Breakfast in Key West


october, 2023

Event Type


Event Location

Past and Future Events

This field is for validation purposes and should be left unchanged.