25 Coolest VRBOs in Florida Featuring Beachfront Homes With Pools

Last Updated on October 22, 2021 by haveclotheswilltravel

Searching for the best VRBOs in Florida for your next vacation? This post features awesome beachfront VRBOS in Florida with pools and more!

Whether it’s for romance, adventure, arts and culture, or simply the beach, Florida has it all. There’s no shortage of fun and rewarding things to do in the Sunshine State, and there’s no U.S. state quite like it, too. It’s the perfect place to enjoy the sun and beach all year long! 

Each city and beach in Florida has its own personality – from Miami’s Latin-American art scene and nightlife to the laidback waters of the Florida Keys. The bucket list seems to never end when you’re in Florida, as does the selection of luxury vacation spots. In this post, we’ve highlighted some of the finest VRBO vacation rentals with the most amazing beach and gulf views to keep you inspired throughout your stay. Enjoy!

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The Coolest VRBOs in Florida

Hollywood Style Beach Home with Gulf of Mexico Views - Captiva Island, Florida

Hollywood Style Beach Home with Gulf of Mexico Views – Captiva Island, Florida

In the sub-tropical island of Captiva is this gorgeous Hollywood-style 4-bedroom, 4.5-bathroom rental home with miles of unspoiled sandy beach and spectacular sunset views of the Gulf of Mexico. The atrium-style entrance leading up the staircase sets the luxurious mood of the property, along with the surrounding tropical gardens, swimming pool, and hot tub.

4-Level Luxury “Beach Happy” Beach-front Home with Pool4-Level Luxury “Beach Happy” Beachfront Home with Pool – Panama City Beach, Florida

Guests who are well within the eat, sleep, beach, and repeat routine will appreciate this luxury 8-bedroom with 9-bathroom 4-level beachfront property complete with full kitchen amenities, an expansive living room, a scenic balcony, and a private pool overlooking the beach. Head on to the walkout balcony at the fourth floor and take in the relaxing views of the sunset over the beach.

Newly Remodeled 3-Level Vacation Home with Gulf Views - Santa Rosa Beach, Florida

Newly Remodeled 3-Level Vacation Home with Gulf Views – Santa Rosa Beach, Florida

Nothing like being close to the emerald waters of the Gulf of Mexico or having a relaxing private pool time with family and friends in this 3-level vacation home with nine bedrooms and eight bathrooms. Located in Dune Allen Beach, the rental is ideal for group getaways or peaceful retreats. This luxury home also has a game room, hot tub, and a deck with gulf views.

Riverfront Pool Home - New Smyrna Beach, Florida
Riverfront Pool Home – New Smyrna Beach, Florida

This 5-bedroom, 7-bathroom riverfront rental is the perfect home base after a fun day of surfing, kayaking, paddleboarding, or beaching. Watch the sunset or dolphins from the private rooftop bar or enjoy the 180-degree view of New Smyrna Beach like no other. Better yet, cook something hearty for the family at the gourmet kitchen and dine together on the balcony with gorgeous beach views as a backdrop.

4-bedroom Tropical Home with Pool and Landscape - Anna Maria, Florida

4-bedroom Tropical Home with Pool and Landscape – Anna Maria, Florida

Just west of the white sandy beach of Gulf Drive is a tropical-themed 4-bedroom home adorned with a heated pool, paved deck, and lush backyard landscaping. A pool party complete with poolside dining is always in order for guests renting this lively tropical home. It sleeps up to eight persons in its four spacious bedrooms outfitted with new flat-screen TVs.

Modern 8-bedroom Castle Home with 8-person Hot Tub and Pool - Fort Lauderdale, Florida

Modern 8-bedroom Castle Home with 8-person Hot Tub and Pool – Fort Lauderdale, Florida

Stay in this 3-story modern vacation castle on Middle River – perfect for watersports activities like water skiing, jet skiing, and tubing. It sleeps up to 20 persons in its 8-bedroom, 10-bathroom set up. It includes a full gourmet kitchen and a concierge service for local travels, transportation, tours, and shopping. This sprawling 10,000 sq. ft estate also has an entertainment center and a 40 ft dining room with a wet bar and fireplace.

Luxury Oceanfront Property with Pool and Cottage - Port Orange, Daytona Beach Shores, Florida

Luxury Oceanfront Property with Pool and Cottage – Port Orange, Daytona Beach Shores, Florida

A private rental sanctuary by the beach featuring seven bedrooms that sleeps up to 20 persons, five bathrooms, a spacious cottage with a private swimming pool, and a 2,500 square foot deck overlooking the ocean. Guests can prep between two well-equipped, full kitchens with breakfast bars or dine out in the open air on the property’s furnished deck.

Luxury 7-bedroom “Sea Turtle” Gulf Front Home with Pool - Panama City Beach, Florida

Luxury 7-bedroom “Sea Turtle” Gulf Front Home with Pool – Panama City Beach, Florida

Just on the East End of Panama City Beach is “Sea Turtle”, a 7-bedroom, 7.5-bathroom luxury gulf front home with a private heated pool, beach walkover, outdoor lounge space, and unbeatable ocean views via the master suite. The property is also close to local attractions, nightlife, and good eats.

Mediterranean Luxury Beach Home with Heated Pool - Fort Lauderdale, Florida
Mediterranean Luxury Beach Home with Heated Pool – Fort Lauderdale, Florida

Just steps away from the sandy beach is this 4-bedroom, 3-bathroom Mediterranean beach home with a modern yet architectural appeal. It features a large and full open kitchen, granite tops, marble floors, and Brazilian cherry floors on the second floor. Relax in one of the elegant marble baths or watch the turquoise waters from the master suite with a spacious terrace.

Luxury Paradise by the Sea Rental with Pool and Veranda - Alys Beach, Panama City Beach, Florida
Luxury Paradise by the Sea Rental with Pool and Veranda – Alys Beach, Panama City Beach, Florida

A magnificent 6-bedroom, 6-bathroom home with outstanding gulf views, game room, and two full kitchens. The third floor is a haven with its spacious living room and dining room with chandeliers. Relax in the covered porches by day after going to the beach or wade into the heated pool at night. The property is located between Alys Beach and Rosemary Beach, one of 30A’s most luxurious and exclusive communities.

Historic Luxury Home with Water Views and Private Pool - St. Augustine, Florida
Historic Luxury Home with Water Views and Private Pool – St. Augustine, Florida

A beautifully restored 6-bedroom, 7-bathroom luxury property with historic charms (since 1890) and is also where some of Hollywood’s elites came to stay. Notable guests include Cary Grant and Gary Cooper and writers Ernest Hemingway and Robert Frost. It’s the oldest home in Summer Haven that will give guests that relaxed genteel-era vacation while enjoying modern amenities.

New Luxury 6-bedroom Beachfront Villa with Gulf Views and Private Rooftop Pool - Crystal Beach, Destin, Florida

New Luxury 6-bedroom Beachfront Villa with Gulf Views and Private Rooftop Pool – Crystal Beach, Destin, Florida

Marvel at the beauty of the Destin Gulf Front in this new 6-bedroom, 5-bathroom luxury beachfront home with a private heated pool at the rooftop, private movie theatre, elevator, and a full kitchen. The living area has glass sliding doors that open to gorgeous panoramic views of the dunes, beach, and gulf.

Luxury Beachfront Property with Spectacular Gulf Views and Pool - Miramar Beach, Panama City Beach, Florida

Luxury Beachfront Property with Spectacular Gulf Views and Pool – Miramar Beach, Panama City Beach, Florida

Gulf views from every room await guests in this 8-bedroom, 8-bathroom property located just two miles west of Pier Park. Amenities include direct beach access any time, a 10-person private hot tub with built-in bar, a large patio, and parking privileges. The property is comprised of three separate buildings including the main Sand Castle house (sleeps up to 20), Seaside Cottage (sleeps up to 6), and the Carriage House (sleeps up to 4).

Contemporary Beachfront Home with Tub and Pool - Bonita Springs, Florida

Contemporary Beachfront Home with Tub and Pool – Bonita Springs, Florida

An executive beachfront home built with contemporary design, complete with three bedrooms and five bathrooms as well as a private spa and pool. This modern vacation home also has an elevator serving all floors; guests can chill on the uppermost level’s sun deck taking in the summer views of Naples, Vanderbilt Beach Lovers Key Fort Myers Beach, and Sanibel.

Luxury Beachfront "Pinner House" in Seagrove Beach
Luxury Beachfront “Pinner House” in Seagrove Beach

Guests pining for a relaxing and exclusive beach experience in the heart of Seagrove Beach can book Pinner House, a 5-bedroom, 4-bathroom luxury home with a private pool and sitting spa, not to mention the unbelievable ocean views through the expansive second-floor balcony where guests can host dinner parties or simply relax and work on their tan during the day.

Seagrove Beach Home with Private Pool and Beach Access - Santa Rosa Beach, Florida
Seagrove Beach Home with Private Pool and Beach Access – Santa Rosa Beach, Florida

Adorned with coastal accents, rustic beams, and floor-to-ceiling windows, this 5-bedroom, 5-bathroom Gulf front luxury property in Seagrove Beach lends to guests the vacation of a lifetime. The outdoor kitchen features panoramic views of the Gulf of Mexico while the front row pool deck and private beach access adds to the overall splendor of the guests’ luxury vacation.

Luxury 5-bedroom Home with Pool - Treasure Island, Florida
Luxury 5-bedroom Home with Pool – Treasure Island, Florida

Having the Gulf of Mexico and sandy shores of Treasure Island Beach as this property’s backyard, guests are sure to wake up feeling calm and refreshed, and every day is an excellent experience. It sleeps up to 16 persons in its 5-bedroom, 4-bathroom set up, with a full kitchen, pool, and hot tub. It’s ideal for large family gatherings as well, and being close to the waters makes it a haven for watersports activities.

Cozy Coastal 7-bedroom Luxury Cabana with Pool and Gulf Views - Miramar Beach, Florida
Cozy Coastal 7-bedroom Luxury Cabana with Pool and Gulf Views – Miramar Beach, Florida

For a cozy beach home feel but with luxury amenities, this 7-bedroom, 7-bathroom coastal cabana features glass windows and doors that open onto a large sundeck overlooking the majestic beach. The private, lagoon-shaped pool also has a guesthouse with separate sleeping quarters, complete with a living room, dining area, and kitchen.

Private Estate with Spectacular Views + Pool and Jacuzzi - Casey Key, Florida

Private Estate with Spectacular Views + Pool and Jacuzzi – Casey Key, Florida

Lounge with loved ones on the sprawling lanai close to the private pool and jacuzzi. Better yet, wake up to spectacular views of Florida’s gulf coast every day and walk through the property’s private beach access. Casey Key has 5-bedrooms with 5-bathrooms, along with a full kitchen, dining area, a private dock, and private theatre. An outdoor set up is also available complete with a summer kitchen, generous seating areas, and an outdoor fireplace.

Luxury 11-bedroom Beachfront Chateau with Pool and Beach Views - West Panama City Beach, Florida
Luxury 11-bedroom Beachfront Chateau with Pool and Beach Views – West Panama City Beach, Florida

Accommodating up to 35 guests, this 11-bedroom, 10-bathroom luxury beachfront chateau is every bit as clean and stunning as the Emerald Coast facing it. The first three floors feature an entertainment/living area, full kitchen, and bedrooms, while the fourth level is where the funs is at since it boasts a foosball table and poker table, a full wet bar, and two walkout balconies with comfy seating.

Luxury 7-bedroom Beachfront Home with Pool - Destin, Florida

Luxury 7-bedroom Beachfront Home with Pool – Destin, Florida

Located on the sandy white shores and emerald green waters of Destin is this 7-bedroom, 6-bathroom luxury beachfront property. The rental’s 6,500 square feet of space can accommodate up to 24 guests, with the third level being the ideal set up for entertaining guests and watching the sunrise/sunset. It’s also recently remodeled to include new floorings, fixtures, and furniture.

25 Coolest VRBOs in Florida Featuring Beachfront Homes With Pools

Newly Constructed 10-bedroom Gulf Front Home with Pool and Hot Tub – Miramar Beach, Florida

The “Beachfront Oasis” is a 10-bedroom, 10-bathrom luxury gulf front property with a pool, hot tub, and private beach access. There’s also a 6-passenger golf cart and 10 adult bikes for guests’ perusal to explore the fabulous stretch of Miramar Beach. The property is also close to award-winning restaurants, upscale boutiques, and the Destin Harbor.

"Sweet Swell" Beachfront Home with Pool Deck and Beach Views - Panama City Beach, Florida
“Sweet Swell” Beachfront Home with Pool Deck and Beach Views – Panama City Beach, Florida

Take time to unwind and relax in this 7-bedroom, 7-bathroom beachfront property, complete with an outdoor paved pool deck with lounge and game area (flat screen TV included). There’s also an outdoor shower conveniently available for guests to freshen up. Sweet Swell exudes a peaceful and cozy retreat for a large group of family gathering.

Gorgeous 7-bedroom Beach House with Pool, Spa, and Balcony Views - St. Augustine, Florida
Gorgeous 7-bedroom Beach House with Pool, Spa, and Balcony Views – St. Augustine, Florida

This upscale 7-bedroom, 4-bathroom beach home is quiet and serene but has an upscale personality for those wanting a luxury retreat by the beach. It’s in St. Augustine where the world-class Crescent Beach is; guests are treated to a clean and relaxing beach views by day, while the heated pool and hot tub are available for destressing at night.

Luxury Beachfront Vacation Home with Heated Pool, Hot Tub, and Rooftop Deck - Anna Maria Island
Luxury Beachfront Vacation Home with Heated Pool, Hot Tub, and Rooftop Deck – Anna Maria Island

Large families or group of friends will love “Poseidon’s Palace”, an 8-bedroom, 5.5-bathroom complete with a heated pool, hot tub, and a rooftop deck for some outdoor fun. There’s no shortage of the beautiful views of the Gulf of Mexico from the rooftop deck and beach access is just one block away.

Which of these cool VRBOs in Florida is your favorite? Let me know in the comments!

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25 Coolest VRBOs in Florida Featuring Beachfront Homes With Pools

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