Home Most Beautiful Destinations Around the WorldFlorida’s 30 Coolest Airbnbs in 2026: Beach Houses + EPIC Villas

Florida’s 30 Coolest Airbnbs in 2026: Beach Houses + EPIC Villas

by Jon Miksis

Florida is one of those states where your Airbnb can feel like the trip. You can wake up on the water in the Keys, crash in a design-forward spot near Miami’s energy, or book a full-on family base near Orlando that actually makes the theme park chaos easier.

For this guide, my team and I pulled together the most unique Airbnbs in Florida across the places people really travel to, from Key Largo and Key West to the Gulf Coast beaches and inland nature near the Everglades.

I’ve traveled to 73 countries and I’m picky about stays because I know the wrong one can drag a whole trip down. I built this list around rentals that feel like experiences, not just beds, with standout vibes like treehouses, beach houses, luxury villas, and a few wild curveballs you will not find at a standard hotel. If you want Florida with more wow and less scrolling, start here.

The coolest and most unique Airbnbs in Florida that you should add to your travel bucket list
Transparency Note: This post contains affiliate links. If you book through them, I may earn a small commission at no extra cost to you.

The Coolest Airbnbs in Florida: Top Vacation Rentals in 2026

Here are the best Airbnbs in Florida by category, taking into account different amenities, trip types, and budgets. The subsequent sections will cover each listing in more detail.

30 Best Airbnb Vacation Rentals in Florida

If beach houses, treehouses, romantic cottages, and luxury rentals all sound good to you, get excited! Below are some of the most unique stays in Florida:

Note: The properties below are featured on Airbnb, VRBO, Booking and Expedia. For each listing, I’ve only included the link to the website with the cheapest rates.

1. Beachfront Pool Home

  • 📍 Location: Key Largo
  • 💵 Price Per Night: $2,019/night
  • 🛏️ Sleeps: 14 guests
  • 🔥 Unique Features: Private beach, heated pool & spa, 2 master suites
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, beach lovers 🏖️, group getaways
Private kitchen
Credit: Vrbo
Swimming pool
Credit: Vrbo

Experience the best of Key Largo at this stunning beachfront pool home—a spacious 6-bedroom retreat with sweeping ocean views. Breezy coastal décor, multiple lounge spaces, and two master suites make relaxing easy, while oversized windows frame the turquoise water.

Outside, your private heated pool and spa overlook the beach. Grab the kayaks for a paddle, dine al fresco by the water, or unwind with sunset cocktails on the patio.

Nearby, snorkel through coral reefs at John Pennekamp State Park, take a boat tour from local marinas, or sample fresh seafood at Key Largo’s waterfront restaurants. From lazy beach days to ocean adventures, this home is your Key Largo paradise.

2. Angie’s Place

  • 📍 Location: Bradenton Beach
  • 💵 Price Per Night: $297/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Gulf views, two balconies, heated shared pool
  • 🌟 Perfect For: Beach lovers 🏖️, couples 🌅, small families 👨‍👩‍👧‍👦
An Airbnb villa in Florida like no other
Credit: VRBO
Take advantage of the pool and jacuzzi in the backyard.
Credit: VRBO

Welcome to Angie’s Place, a charming 2BR/2BA beach cottage tucked into Anna Maria Island’s laid-back coast, just steps from the soft sands of Coquina Beach. This second-floor getaway blends easygoing coastal style with thoughtful amenities to make your stay effortless.

Relax in the bright living area with a smart TV and fast WiFi, or cook your favorite beachside meals in the fully equipped kitchen. At bedtime, drift off in the king bedroom or twin guest room, both featuring soft, hotel-style linens.

The home features two private balconies—one with a peek of the Gulf of Mexico, and another overlooking the heated pool and tropical backyard. Beach chairs, umbrellas, and on-site laundry are all included for a no-fuss stay.

When it’s time to explore, stroll to Bridge Street for dining, shopping, and the local farmers market. The free Anna Maria Island Trolley is right nearby, making it easy to roam the island without a car. Angie’s Place is the perfect spot for a classic Florida beach escape.

3. Upscale Coastal Retreat

  • 📍 Location: Indian Rocks Beach
  • 💵 Price Per Night: $759/night
  • 🛏️ Sleeps: 10 guests
  • 🔥 Unique Features: Waterfront home, heated lap pool, private dock, outdoor kitchen, golf cart & boat rides available
  • 🌟 Perfect For: Families 🏖️, water lovers 🌊, sunset watchers 🌅
Credit: VRBO
A vibrant house for rent in FL with lots of personality
Credit: VRBO

Step into luxury at this beautifully remodeled waterfront home in Indian Rocks Beach. Here, sunset views and coastal breezes set the tone for your stay, with plenty of space to relax and entertain.

The great room offers an open-concept living and dining area, plus a gourmet kitchen and cozy fireplace. The luxe master suite includes dual walk-in closets and a spa-style bathroom that opens directly to the pool deck.

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Outside, unwind by the heated lap pool, cook dinner in the outdoor kitchen, or fish from your private dock. The white sandy shores of Indian Rocks Beach are just a few blocks away for days of sun and surf.

Nearby, check out Splash Harbour Water Park for family fun, Sand Key Park for nature walks, or head to Bridge Street for shopping and dining. Whether you’re dolphin-spotting from the dock or lounging poolside, this is coastal Florida at its best.

4. Personal Paradise Getaway

  • 📍 Location: Pompano Beach
  • 💵 Price Per Night: $319/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Heated pool, tiki hut with TV, private fenced yard
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, beach lovers 🏖️, outdoor entertainers 🍹
A Florida vacation rental like no other
Credit: VRBO
Modern and elegant interior living space with an open-concept design. One of the most unique Airbnbs in Florida
Credit: VRBO

Your tropical escape starts here in sunny Pompano Beach. Just a mile from the ocean, this fully renovated 4-bedroom home offers resort-style amenities in a quiet, family-friendly neighborhood.

Inside, you’ll find a bright and open layout with a spacious living area, smart TVs in every room, a fully stocked kitchen, and a luxurious master suite with direct pool access.

Out back, the private fenced yard is your oasis—lounge by the heated pool, grill out under the tiki hut with an outdoor TV, or dine al fresco beneath the palms.

Hit nearby spots like Las Olas Boulevard in Fort Lauderdale, Mizner Park in Boca Raton, or enjoy local golf, biking, and fishing. From poolside lounging to coastal adventures, this getaway captures the best of Florida living.

5. Luxe Waterfront Retreat

  • 📍 Location: Marathon
  • 💵 Price Per Night: $3,107/night
  • 🛏️ Sleeps: 16 guests
  • 🔥 Unique Features: Two pools, private beach, spa, dock, tiki bar, Bali guest house
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, milestone celebrations 🎉, water lovers 🌊
A luxurious waterfront Airbnb in Florida with a beautiful outdoor pool
Credit: VRBO
A luxurious waterfront Airbnb in Florida with a beautiful outdoor pool
Credit: VRBO

Escape to The Retreat, a private luxury resort set on the sparkling waterfront of Marathon in the Florida Keys. With a main house and a charming Bali guest home, this property is built for unforgettable group getaways.

Spread out across seven bedrooms and five bathrooms, with stylish interiors and plenty of space for everyone. The kitchen comes stocked with food and drinks for your first day, so you can start relaxing the moment you arrive.

Spend your days lounging by two pools, kayaking from the dock, or playing beach games like cornhole. There’s also a shaded game room, paddle boards, outdoor grills, and a tiki bar for evening cocktails.

Explore nearby Sombrero Beach, dive into the Florida Keys National Marine Sanctuary, or take a short drive to Key West for shopping and nightlife. Celebrate, recharge, or simply unwind—The Retreat has something for everyone.

6. Beachfront Bliss

  • 📍 Location: Anna Maria Island
  • 💵 Price Per Night: $2,080/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Direct beach access, heated infinity pool & hot tub, game room
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, beach lovers 🌊, luxury retreats 🌅
Exterior detail
Credit: Vrbo
Interior design
Credit: Vrbo

Beachfront Bliss is a modern luxury escape located right on the white sands of Anna Maria Island. With five-star amenities and front-row views of the bay, this home is designed for a seamless beach getaway.

The open layout features three king bedrooms and a bunk room, each with an ensuite bath. The chef’s kitchen includes top-of-the-line appliances, and the living area offers cozy seating with ocean views and a smart TV.

Step outside to your private beach oasis—complete with a heated infinity pool, hot tub, and shaded lounge. You’ll also have kayaks, paddleboards, and all the beach gear you need for days on the water.

Nearby, stroll to Bean Point Beach for sunset views or fish off the Anna Maria City Pier. From poolside lounging to bay adventures, this is island living at its finest.

7. Fabulous Gulf Front Home

  • 📍 Location: Redington Beach
  • 💵 Price Per Night: $2,045/night
  • 🛏️ Sleeps: 16 guests
  • 🔥 Unique Features: Direct beachfront, lagoon-style pool & hot tub, game room
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, beach lovers 🌊, sunset chasers 🌅
Sitting into dining
Credit: Vrbo
Aerial view
Credit: Vrbo

Welcome to Fabulous Gulf Front Escape, a stunning 6-bedroom, 5-bath home with 80 feet of private beach in Redington Beach. This spacious retreat combines luxury, comfort, and laid-back coastal living.

The home features six king bedrooms, all with private baths. Two of the bedrooms have balconies with sweeping Gulf of Mexico views. Gather in the chef’s kitchen or unwind in the open-concept living room and game room with pool and darts.

Outdoors, the private beachfront yard has a lagoon-style pool, hot tub, grill, and shaded dining area—perfect for coffee at sunrise or cocktails at sunset.

Close by, explore John’s Pass Village for waterfront dining and shopping, or take the kids to Splash Harbour Water Park. With Downtown St. Pete and the airport just a short drive away, this home is the perfect base for your beach vacation.

8. Florida Modern Mediterranean Villa

  • 📍 Location: Cape Coral
  • 💵 Price Per Night: $459/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Gulf access canal, 5 full baths, custom pool & spa, pet-friendly
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, boaters 🚤, sunseekers ☀️
A beautiful waterfront vacation rental in Cape Coral, Florida.
Credit: VRBO
Luxurious pool inside a pool house
Credit: VRBO

This modern Mediterranean villa sits at the southern tip of Cape Coral, with direct sailboat access to the Gulf of Mexico. Hop in your boat and reach Sanibel Island or Fort Myers Beach in just 10 minutes.

The home features five bedrooms and five bathrooms, including three king suites with spa-like en-suites. All rooms have memory foam beds and LG Smart TVs with Netflix.

Spend time in the open-concept living area, unwind in the game room with foosball, arcade machines, and a Nintendo 64, or relax in the custom pool and spa while watching boats cruise by the canal.

Pet-friendly and close to Tarpon Point Marina and Yacht Club Beach, this villa is perfect for families and groups looking to soak up the Florida sunshine in style.

9. Cozy Premium Apartment

  • 📍 Location: Miami
  • 💵 Price Per Night: $392/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Free spa & gym access, balcony views, modern amenities
  • 🌟 Perfect For: Business travelers 💼, couples 🌇, city explorers 🌴
A luxurious Airbnb in Florida overlooking Miami
Credit: VRBO
Skyline views of Miami, Florida
Credit: VRBO

Stay in the heart of Miami’s Brickell neighborhood, where world-class restaurants, nightlife, and shopping are right outside your door. This sleek high-rise apartment offers 1,386 sq ft of modern comfort and city views.

The unit features a full kitchen, open dining space, a bright living room with balcony access, two cozy bedrooms, and two modern bathrooms—perfect for families or business travelers.

Guests have access to the building’s spa, gym, and hot tub, plus sweeping skyline views. The rooftop pool is open on weekends, adding another way to unwind when available.

Walk to Brickell City Centre, Bayfront Park, and Bayside Marketplace, or take a quick drive to Miami Beach and Wynwood Walls. Whether you’re working remotely or exploring the city, this stay offers a stylish Miami home base.

10. La Playa Casa Bonita

  • 📍 Location: Bonita Springs
  • 💵 Price Per Night: $2,029/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Four floors with elevator, heated pool and spa, game room
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, luxury travelers 💼, beach lovers 🏖️, sunset seekers 🌅
Living area
Credit: Vrbo
Elegant swimming pool
Credit: Vrbo

La Playa Casa Bonita is a luxury beachfront estate in Bonita Springs, offering four levels of coastal living and panoramic Gulf of Mexico views.

Inside, the 5-bedroom home features a chef’s kitchen, open living space, and ensuite baths in every bedroom—some with private balconies. A top-floor game room and tiki bar add fun with darts, ping pong, and poker.

Step out to your private beachfront paradise with a heated pool, spa, outdoor shower, and grill area—perfect for sunset cocktails or lazy afternoons.

Stroll to Bonita Springs Public Beach or unwind at Barefoot Beach Preserve. For dining and shopping, head to Bonita Beach Park, or drive 30–40 minutes to Downtown Fort Myers and the airport.

11. Floating Cottage

  • 📍 Location: Sanford
  • 💵 Price Per Night: $134/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Floating on St. Johns River, front porch with river views, stained glass loft bedroom
  • 🌟 Perfect For: Nature lovers 🐢, peaceful retreats 🌿, river explorers 🚤
Credit: VRBO
Living area inside the Florida cottage rental
Credit: VRBO

Settle into the Floating Cottage, a one-of-a-kind houseboat anchored on the serene St. Johns River in Sanford. This peaceful retreat invites you to relax among turtles, herons, and gentle manatees.

Cathedral ceilings and hardwood floors brighten the open kitchen and living space, which leads to a porch with river views. Upstairs, the loft bedroom has a queen bed, a walk-in closet, a stained glass window, and A/C.

Guests enjoy access to marina perks like a pool, deli, restaurant, poolside bar, and laundry. Plus, you’ll get discounts on boat rentals to cruise the St. Johns River or nearby Lake Monroe.

Explore Historic Downtown Sanford, home to art galleries, local shops, and vibrant markets. End your day with sunset views along the Riverwalk—a peaceful way to experience life on the water at your own pace.

12 Luxury Beachfront Escape

  • 📍 Location: Bonita Springs
  • 💵 Price Per Night: $1,978/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Double-lot beachfront, dolphin sightings, expansive patios, firepit
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, beach lovers 🏖️, sunset seekers 🌅
Spacious living area
Credit: Vrbo
Gourmet kitchen
Credit: Vrbo

Unwind at this rare double-lot beachfront home on Bonita Beach, where Gulf views, direct beach access, and daily dolphin sightings set the tone for a relaxed coastal stay. This 5-bedroom retreat blends upscale comforts with easygoing beach vibes.

Inside, soaring ceilings and oversized windows bring in natural light. The kitchen is designed for gathering, complete with a breakfast bar, island, and walk-in pantry. Several bedrooms feature en-suite baths and private balconies, with space for up to 12 guests.

Spend your day at Bonita Springs Public Beach, explore Barefoot Beach Preserve, or dine and shop at Bonita Beach Park—all just minutes away. For a day trip, head 30–40 minutes to Fort Myers or Naples for more Gulf Coast adventures.

End the evening by the fire pit or watch the sunset from the patio—this coastal escape offers the perfect mix of relaxation and scenic beauty.

13. Palm Breeze Home

  • 📍 Location: Cape Coral
  • 💵 Price Per Night: $238/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Swim-up pool bar, integrated spa, outdoor grill & fire pit
  • 🌟 Perfect For: Relaxation seekers 🏖️, families 👨‍👩‍👧‍👦, pool party lovers 🍹
This home for rent in Cape Coral is among the best Florida vacation rentals
Credit: VRBO
Stunning waterfront views from the backyard of this house to rent in Florida.
Credit: VRBO

Welcome to Palm Breeze, where poolside living meets laid-back luxury. This 4-bedroom, 2.5-bath home is built for fun, with a swim-up pool bar, integrated spa, and plenty of space to unwind with friends or family.

Indoors, the open-concept living area flows into a chef’s kitchen and spacious dining space. The master suite offers dual marble vanities, walk-in closets, and a spa-style bath.

Step out to the tropical backyard, where the pool bar is ready for cocktails, the grill is prepped for dinner, and the fire pit sets the mood for relaxed evenings. A Tommy Bahama bar cart and ample poolside seating complete the setup.

When it’s time to explore, Fort Myers Beach and Sanibel Island are just a short drive away, making Palm Breeze the perfect home base for Southwest Florida beach days and nightlife.

14. Cozy Upscale Retreat

  • 📍 Location: Naples
  • 💵 Price Per Night: $243/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Private heated pool, covered lanai with summer kitchen, screened backyard
  • 🌟 Perfect For: Beach lovers 🏖️, families 👨‍👩‍👧‍👦, and relaxing getaways 🌴
A Florida house rental like no other
Credit: VRBO
 Unique vacation rental in Florida with a pool
Credit: VRBO

This upscale retreat in Naples Park offers a quiet hideaway just minutes from Vanderbilt Beach. With a private fenced yard, heated pool, and covered lanai, it’s made for relaxed Florida living.

The home features two bedrooms and two baths. The primary suite includes a king bed, double sinks, a walk-in closet, and direct pool access. For beach days, you’ll have bikes, chairs, towels, and toys all ready to go.

High ceilings, stainless steel appliances, a built-in wine cooler, WiFi, and a SONOS sound system round out the modern amenities.

Nearby, explore the shops and restaurants at Mercato, stroll Delnor-Wiggins Pass State Park, or soak up the sun on Naples’ white sand beaches—this home combines comfort, convenience, and coastal style.

15. Stunning Home on The Beach

  • 📍 Location: Panama City Beach
  • 💵 Price Per Night: $878/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Gulf-front hot tub, private beach access, spacious 1-level floor plan
  • 🌟 Perfect For: Large groups 👥, families 👨‍👩‍👧‍👦, beach lovers 🏖️, couples retreats 💑
A beautiful house vacation rental in Florida
Credit: VRBO
Outdoor hot tub with views of the Pier
Credit: VRBO

Stay beachfront in this spacious, single-level home with sweeping Gulf of Mexico views—just steps from Pier Park. Inside, enjoy a wall of windows, an open-concept living space, and a fully stocked kitchen.

Four bedrooms sleep up to 12 guests, including two king suites, a queen bedroom, and a fun bunk room for kids. The highlight? A private 7-person hot tub with front-row views of the pier, plus dual grills and an outdoor shower for easy beach living.

Out the front door, you’re just steps from Russell-Fields Pier for fishing and surfing, and Pier Park, home to Margaritaville, Dave & Buster’s, Ron Jon Surf Shop, and more.

With everything walkable, there’s no need to drive once you arrive—just relax and enjoy the beach life.

16. Stunning Gulf-Front Getaway

  • 📍 Location: Panama City Beach
  • 💵 Price Per Night: $2,084/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Private beach walkover, infinity pool & spa, kids’ bunk suite
  • 🌟 Perfect For: Luxury travelers 🌅, families 👨‍👩‍👧‍👦, beach lovers 🏖️
Interior design
Credit: Vrbo
Exterior design
Credit: Vrbo
World-class luxury vacation rental in Florida
Credit: Expedia

This custom-designed home in Carillon Beach delivers next-level beachfront living. With private beach access, a Gulf-facing infinity pool, and top-tier amenities, it’s built for luxury getaways.

The open-concept design includes a chef’s kitchen, wet bar, and ocean-facing windows. The master suite has its private balcony, while three king suites and a bunk room comfortably host up to 12 guests.

Outside, enjoy sunset terraces, an outdoor fireplace, and a direct beach walkover. The gated Carillon Beach community offers pools, tennis courts, and local dining near Rosemary Beach and 30A.

Nearby, visit Camp Helen State Park, fish on Lake Powell, or bike the scenic coastal trails. From quiet retreats to festive gatherings, this home blends comfort, space, and location for a truly memorable stay.

17. Spacious West Palm Retreat

  • 📍 Location: West Palm Beach
  • 💵 Price Per Night: $950/night
  • 🛏️ Sleeps: 19 guests
  • 🔥 Unique Features: Rooftop hot tub, 50-ft heated lap pool, tiki hut, crow’s nest
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, golfers ⛳, reunions 🎉, snowbirds ☀️
Exterior design
Credit: Vrbo
Spacious bedroom
Credit: Vrbo

This West Palm Beach retreat blends Key West-style charm with 5,000+ square feet of indoor and outdoor living space—perfect for large groups and family reunions.

Inside, you’ll find a chef’s kitchen, multiple dining areas, and private balconies off each bedroom. With four bedrooms plus extra sleeping spaces, the home sleeps up to 19 guests.

The backyard is pure Florida fun: a 50-ft heated lap pool, rooftop hot tub, and tiki hut create a private resort vibe. Climb to the crow’s nest for panoramic Intracoastal Waterway views.

Walk to the scenic waterfront along Flagler Drive, or head into Downtown West Palm Beach for dining, golf, and beaches. Poolside lounging, rooftop dinners, and sunset views are all part of the experience.

18. The Treehouse Retreat

  • 📍 Location: Kissimmee
  • 💵 Price Per Night: $196/night
  • 🛏️ Sleeps: 2 guests
  • 🔥 Unique Features: Elevated treehouse design, private wooded setting, peaceful atmosphere
  • 🌟 Perfect For: Couples 💑, nature lovers 🌿, peaceful getaways 🌙
A unique Airbnb treehouse in Florida.
Credit: Airbnb
Beautiful and rustic treehouse vibes
Credit: Airbnb

Tucked into the trees of Kissimmee, this cozy treehouse bungalow offers a peaceful retreat just minutes from Orlando’s top attractions. It’s the perfect mix of nature and boutique comfort.

The cozy interior offers a plush bed, private bath, and stylish living space, with a kitchenette and air conditioning for modern comfort amid the trees.

Close by, visit Disney, Universal Studios, or the shops and restaurants of International Drive. Local spots like Chili’s, Outback, and Duke’s Brewhouse are all within five miles. 

Whether exploring theme parks or unwinding in the woods, this retreat offers both adventure and tranquility.

19. Beautifully Remodeled Home

  • 📍 Location: Holmes Beach
  • 💵 Price Per Night: $583/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Sugar sand gulf front, private pool, heated jacuzzi
  • 🌟 Perfect For: Couples 💑, families with kids 👨‍👩‍👧, beach lovers 🏖️
One of the pool and beach homes of all time
Credit: Airbnb
This Florida beach house Airbnb is just steps to one of FL's finest beaches
Credit: Airbnb

Stay just steps from Palmetto Ave Beach at this beautifully remodeled duplex in Holmes Beach. It’s the ideal blend of coastal simplicity and modern comfort.

The home includes a fully equipped kitchen, a cozy king-size bed, and a queen sofa sleeper in the living room—perfect for small families or couples.

Relax by the shared pool and jacuzzi, with optional heating available. Beach chairs and umbrellas are ready for your days in the sand.

Explore nearby spots like the Anna Maria Pier, local seafood restaurants, and the shops of Holmes Beach. From peaceful getaways to family fun, this home offers everything you need for a memorable island stay.

20. Unique Private Canal Home

  • 📍 Location: Sarasota
  • 💵 Price Per Night: $525/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Private canal frontage, pool & spa, Spanish castle facade
  • 🌟 Perfect For: Families 🏖️, beach lovers 🌊, water sport enthusiasts 🚣‍♂️
This house rental in FL is a perfect place to relax.
Credit: VRBO
A unique vacation rental with large dining area.
Credit: VRBO

This Siesta Key home stands out with its Spanish castle-style design and private canal frontage. With a pool, spa, and dock, it’s perfect for family gatherings or group getaways.

The two-story layout offers spacious living areas and room for up to 12 guests. Lounge poolside, watch boats pass from the terrace, or head to Siesta Key Village for shops and restaurants.

Beach days are easy with Siesta Key Beach and Crescent Beach just minutes away. For more adventure, explore Sarasota’s marinas, art galleries, and theaters. Disney World and other theme parks are about a two-hour drive if you want a day trip.

This home is your all-in-one retreat for relaxation, exploration, and family fun.

21. “ROYS PLACE” Home

  • 📍 Location: Sarasota
  • 💵 Price Per Night: $205/night
  • 🛏️ Sleeps: 2 guests
  • 🔥 Unique Features: Outdoor bamboo shower, lush tropical landscaping, urban jungle feel
  • 🌟 Perfect For: Couples 💕, romantic getaways, alternative lifestyle friendly 🌴
Screened-in heated pool in the backyard of this Florida vacation rental.
Credit: VRBO
This villa rental in Florida has a beautiful interior living space
Credit: VRBO

Welcome to Roy’s Place, an 800 sq. ft. boutique villa offering total privacy in the heart of Sarasota. Spend your days swimming in your heated, clothing-optional pool, surrounded by tropical greenery—just one block from the Sarasota Bay sunsets.

The villa features chic decor, quality furnishings, and a fully stocked kitchen for home-cooked meals. Dine poolside on the covered lanai or shower beneath the stars in the bamboo outdoor shower.

Set in a quiet, bike-friendly neighborhood, you’re minutes from the Ringling Museum, Downtown Sarasota, and the soft sands of Lido Beach. Local restaurants, shops, and nightlife are just a short stroll away.

22. Fontainebleau Sorrento Oceanview Junior Suite

  • 📍 Location: Miami Beach
  • 💵 Price Per Night: $260/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Partial ocean views, access to 11 pools, fitness center
  • 🌟 Perfect For: Couples 💑, beach lovers 🏖️, resort enthusiasts 🌴
A world-class hotel-turned-Airbnb in Miami, Florida.
Credit: VRBO
Beautiful views of Miami, Florida
Credit: VRBO

Stay at the Fontainebleau Sorrento Oceanview Junior Suite, a serene Miami Beach escape on the 4th floor of the iconic Fontainebleau Resort

This spacious suite features a king bed, queen sofa sleeper, sitting area with desk, kitchenette, and a marble bathroom with a jetted whirlpool tub.

Enjoy access to 11 pools, the fitness center, two daily Lapis Spa passes, beach chairs, valet parking, and dining options from casual cafes to Michelin-starred restaurants, with no resort fees.

Relax poolside, stroll along the beach, or unwind in your suite—this is Miami luxury, made easy.

23. Roe Family Lake House

  • 📍 Location: Eagle Lake
  • 💵 Price Per Night: $266/night
  • 🛏️ Sleeps: 7 guests
  • 🔥 Unique Features: Lakefront on over an acre, kayaks, screened patio, family-friendly
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, nature lovers 🌿, water sports enthusiasts 🚣‍♂️
A lake house rental in Florida with lots of personality.
Credit: Airbnb
This Florida rental is ideal for families
Credit: Airbnb

The Roe Family Lake House offers a peaceful, renovated cottage retreat on Lake McLeod—perfect for relaxing or adventuring. With proximity to Legoland, Disney World, and Tampa, it’s both central and serene.

The master bedroom has a queen bed and walk-in closet, while the second bedroom features twin bunks with a trundle. The kitchen includes Keurig and drip coffee makers and everything you need to cook at home.

Spend time on the screened patio overlooking the lake or enjoy kayaking, fishing, and boating with the provided gear. The yard is shaded by mature trees and fruit trees in season.

24. Cozy Balcony Apartment

  • 📍 Location: St. Augustine
  • 💵 Price Per Night: $367/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Complimentary drink cards, free parking spot, live music, and top restaurants
  • 🌟 Perfect For: History buffs 🏰, foodies 🍽️, nightlife lovers 🎶, city explorers 🚶‍♂️
A romantic unique Airbnb in St. Augustine, Florida.
Credit: Airbnb
Beautifully decorated home in the heart of the city
Credit: Airbnb

Stay in the heart of historic St. Augustine in this cozy 1-bedroom, 1-bath apartment perched above one of the city’s best Italian restaurants. A king bed and pull-out couch comfortably sleep up to 4 guests.

Relax on your private balcony, watching the energy of St. George Street unfold below—think live music, festivals, and local charm. The kitchen is stocked with essentials, including coffee, tea, and complimentary drink cards.

You’re steps from gastropubs, live entertainment, and historic landmarks. Whether you’re here for the food, history, or nightlife, this apartment puts you right in the middle of it all.

25. Private Waterfront Retreat

  • 📍 Location: Boynton Beach
  • 💵 Price Per Night: $1,710/night
  • 🛏️ Sleeps: 10 guests
  • 🔥 Unique Features: Private white sand beach, heated pool & spa, 300-ft intracoastal dock
  • 🌟 Perfect For: Families 🏖️, water lovers 🚤, luxury seekers ✨
A waterfront vacation rental with beautiful outdoor pool.
Credit: VRBO
Living room area with water views
Credit: VRBO

This private waterfront retreat in Boynton Beach is set along the Intracoastal, offering stunning water views and your white sand beach. The villa’s outdoor spaces include multiple patios, a heated pool and spa, and a 300-foot dock.

Inside, find spacious bedrooms, multiple living areas, and a kitchen stocked for entertaining. Kayaks and paddleboards are included for easy fun on the water.

Nearby, explore Ocean Ridge Hammock Park, shop and dine at Boynton Beach Mall, or head to Boynton Harbor Marina for boating and fishing. This villa offers the ideal blend of seclusion and adventure.

26. South Beach Villas

  • 📍 Location: Miami
  • 💵 Price Per Night: $1,476/night
  • 🛏️ Sleeps: 18 guests
  • 🔥 Unique Features: Saltwater pool, outdoor kitchen, rooftop balcony, dock
  • 🌟 Perfect For: Large groups 👨‍👩‍👧‍👦, event travelers 🎉, beach + city explorers 🌴🏙️
Private kitchen
Credit: Vrbo
Bedroom
Credit: Vrbo

Gather your group at South Beach Villas—a freshly renovated waterfront home just 15 minutes from South Beach and Downtown Miami. The villa features 9 beds, a gourmet kitchen, and expansive indoor-outdoor living.

Unwind by the heated saltwater pool, grill in the outdoor kitchen, or take in the views from the rooftop balcony. There’s also a private dock for those arriving by boat.

Close to Wynwood, the Design District, and Bal Harbour, this home is perfect for reunions, group getaways, or family celebrations.

27. The Tiki Suite

  • 📍 Location: Key West Harbor
  • 💵 Price Per Night: $700/night
  • 🛏️ Sleeps: 2 guests 
  • 🔥 Unique Features: Floating tiki hut, custom oak bed, hammock & water sports gear
  • 🌟 Perfect For: Romantic getaways 💕, adventure seekers 🌊, off-grid enthusiasts 🏝️
A floating Airbnb home in Florida.
Credit: Airbnb
One of the top oceanfront homes for rent in FL
Credit: Airbnb

Experience The Tiki Suite—a floating glamping oasis anchored in Key West Harbor. This off-grid escape offers surprising comfort with a custom oak bed, vaulted ceilings, and a 65″ TV hidden in the bed’s footboard.

Outside, unwind in your hammock over crystal-clear waters, or take the paddleboards and snorkeling gear for a spin. Watch dolphins and tropical fish swim just beneath your suite.

Close by, explore Duval Street, or head to Fort Zachary Taylor State Park for beaches and snorkeling. From sunrise paddles to sunset cocktails, this stay is pure island magic.

28. Unique Penthouse Condo

  • 📍 Location: Hallandale Beach
  • 💵 Price Per Night: $365/night
  • 🛏️ Sleeps: 5 guests
  • 🔥 Unique Features: Private rooftop terrace, penthouse views, full kitchen
  • 🌟 Perfect For: Couples getaways 💕, beach lovers 🏖️, luxury seekers ✨
A top Florida rental for families
Credit: VRBO
Stunning panoramic views from the rooftop terrace inside this Florida vacation rental
Credit: VRBO

Discover this luxurious penthouse condo with panoramic views of the Intracoastal Waterway and the Atlantic Ocean

The open-concept design features sleek, modern furnishings, a fully equipped gourmet kitchen, and two spacious bedrooms with king beds and private bathrooms—perfect for couples or small groups.

Head up to your private rooftop terrace, an exclusive spot for morning coffee, sunset cocktails, or late-night stargazing under the Miami sky.

Spend the day at Gulfstream Park Racing & Casino, browse the shops at Aventura Mall, or experience the energy of South Beach after dark. This penthouse blends luxury living with the best of South Florida’s coast and city life.

29. Stylish Miami Retreat

  • 📍 Location: Miami
  • 💵 Price Per Night: $1,059/night
  • 🛏️ Sleeps: 14 guests
  • 🔥 Unique Features: Heated pool, hot tub, tropical landscaping, spacious layout
  • 🌟 Perfect For: Art lovers 🎨, friend groups 👯, family gatherings 👨‍👩‍👧‍👦
Backyard pool
Credit: Vrbo
Living room
Credit: Vrbo

Escape to this bright and stylish five-bedroom home in the heart of Miami’s trendiest neighborhood—just steps from local galleries, shops, and buzzing restaurants, all wrapped in a bold, vibrant design.

Inside, the open floor plan showcases colorful decor, a chef’s kitchen, an oversized TV, and flexible spaces perfect for both relaxing and entertaining. With five bedrooms, four bathrooms, and a cozy loft studio, the home comfortably sleeps up to 14 guests.

Step into your private backyard oasis featuring a heated pool, hot tub, pergola, and teak dining table. Lounge poolside, sip cocktails beneath the string lights, or unwind after a day of exploring.

Nearby, discover the Design District, Wynwood, and Bal Harbour for shopping, art, and dining. Public beaches, golf, nightlife, and cruise terminals are just minutes away—perfect for family trips, group getaways, or special celebrations.

30. Nest on the Beach

  • 📍 Location: Anna Maria
  • 💵 Price Per Night: $1,221/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Beachfront location, heated saltwater pool, oversized hot tub
  • 🌟 Perfect For: Beach lovers 🏖️, families 👨‍👩‍👧‍👦, relaxation seekers 🌅
Living room with great views
Credit: Vrbo
Entrance area
Credit: Vrbo

Nest on the Beach is a designer coastal retreat on the peaceful north end of Anna Maria Island. With direct beach access, it offers the perfect blend of luxury and laid-back island living.

Bright wood floors, coastal-inspired decor, and panoramic Gulf views create an airy, open feel. The sleek kitchen and comfortable living space flow seamlessly onto the beachfront deck.

Spend your days lounging by the heated saltwater pool or soaking in the oversized hot tub. Dine alfresco, unwind in the outdoor shower, or sip cocktails with your toes in the sand.

Take a stroll to the boutiques and cafés along Pine Avenue, paddle out to serene Bean Point Beach, or explore quiet waters by kayak or paddleboard. It’s all part of the laid-back rhythm that makes this Anna Maria Island retreat so special.

Best Places to Stay in Florida for Unique Villas and Beach House Rentals

Still unsure of where you’d like to stay in Florida? Here are my favorite cities, towns, and beach destinations where I recommend staying:

Most unique Airbnbs in Florida that everyone should visit in their lifetime
Like this article on the most unique Airbnbs in Florida? Pin it!

If you’re looking for another tropical vacation paradise, check out these destinations:

Puerto Rico Airbnbs

– Epic Airbnbs in the French Riviera

Florida Keys Airbnbs

Beverly Hills Airbnbs

– Coolest Tuscany Vacation Rentals

Turks and Caicos Airbnbs for Rent

– Best Portugal Accommodations to Rent

For more Airbnb inspiration, here are my other ‘best stay’ articles:

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Global Viewpoint is a personal blog. All content is for informational and entertainment purposes only and does not constitute professional financial, medical, or legal advice.

Jon Miksis

About Jon Miksis

Award-winning Travel Writer • Founder of Global Viewpoint • 70+ countries visited • 10 Million+ readers

Since 2017, I’ve traveled 3–6 months a year, sharing detailed guides that help my readers travel smarter, deeper, and better. My work blends firsthand experiences — from U.S. road trips and cold-plunge cabins to Michelin-starred dining and business-class flights — with honest, independent reviews.

I’ve been hired by leading tourism boards in 7 countries across Europe, North America, and South America, as well as international travel brands. My travel tips and insights have been featured in Forbes, HuffPost, Yahoo Travel, and The Boston Globe. I’ve personally reviewed 500+ hotels, retreats, and flight experiences — and I never recommend a place I wouldn’t return to myself.

I also save $5–10K per year on airfare using flight tools and 10+ travel credit cards, and I’ve invested over $100K into personal development through transformational retreats and coaching since 2021.

When I’m not road-tripping across the Northeast or writing guides for Global Viewpoint, you’ll find me cold plunging in local lakes, sipping espresso in quiet cafes in Vienna, or chasing fall foliage across New England. I split my time between exploring the world and soaking up life in Boston, my lifelong home base. Some of my favorite places I keep going back to? Switzerland, Spain, Iceland, Italy, Greece, the Faroe Islands, Guatemala, California, Montana, Vermont, the UK, the Philippines, Argentina, the Caribbean, and coastal Maine in autumn.

See my latest adventures on Instagram and TikTok.

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