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10 BEST Florida Hotels with Private Pools for Your Dream Getaway

Florida is one of the most popular tourist destinations in the world. Known for its fine white sand beaches, crystal clear waters, and amusement parks, its popularity continues to grow. A favorite place of families and honeymooners, Florida is also home to the best hotels in the US. 

Whether you’re looking for romantic hotels or accommodations ideal for amusement, this list will surely help you. We’ll list down all the best hotels in Florida with private swimming pools and exceptional amenities. Discover Florida’s vibrant hotel industry with this curated guide featuring the top hotels and resorts that offer private swimming pools. Read more. 

Why is Florida popular?

Boasting more than 1,200 miles of coastline, Florida is known globally for its marvelous beaches. The American state is also a favorite of tourists because of its lovely warm weather all year-round. Florida has famous beaches on both its East and West Coasts, but there are also many hidden spots with beautiful, untouched beaches. The Florida Keys is a cluster of islands which is also a popular vacation spot. Florida’s beaches are also on the top of water sports, which contributes enormously to the state’s tourism industry. 

Florida has amazing theme parks like Disney World and Universal Studios. Lastly, this might surprise some travelers, but Florida is also a popular home to lots of Manatees! You read that right. In Florida, you can see and swim with manatees at the Crystal River and Lee County Manatee Park.

Let’s move on to introducing our selection of the best hotels in Florida with private pools.

10 of the Best Florida Hotels with Private Pools

1. H2O Suites

A black and white sign with blue stars advertising Florida hotels.
Sophisticated and cozy minimalist lodgings infused with modern Floridian style and luxury.
A collage of a Florida hotel room.

Perched within the heart of the iconic Old Town of Key West, this elegant minimalist hotel is an absolute stunner. Offering class and comfort, H2O Suites keeps things simple yet undeniably sophisticated. With spacious suites lined in stylish home decors, this property stands out in terms of design and coziness.

The Premier Luxury Suite is a charming space with modern amenities complete with a private pool. This suite is great for couples and also has an accessible room option for people with disabilities (PWD). H2O Suites is also surrounded by a lush garden which makes every stay relaxing. As an Adults-Only property, this can be a top choice for a romantic Florida staycation

Amenities: 24-hour front desk | Outdoor rooftop pool |  Fitness center  | Private parking | Daily housekeeping | Bar | PWD-accessible facilities | Garden views

Highlights: Stylish suites with a private pool & balcony. Pool bar. Heated pool & Salt-water pool. PWD-accessible facilities. Private beach access. Sports and leisure activities. 

Nearby Attractions: Jackson Square, Curry Mansion Museum, Harry S Truman Little White House, Ripley’s Believe It or Not, Key West Shipwreck Treasure Museum, Key West Aquarium, Mallory Square, Fort Zachary Taylor Historic State Park, East Martello Museum Gallery, and Fort East Martello Museum.

Our Take: Sleek and Sophisticated Suites that Don't Compromise Comfort.

We picked the best-rated hotel on this list as the Most Luxurious one not only because of its rating or its pricing. We picked H2O Suites as we were drawn by its sleek, understated allure. If a hotel defines quiet luxury, H2O Suites is THAT hotel. With minimalist interiors, tastefully picked home decor, blackout drapes, and fine bedding, this hotel evoke class and comfort in the island setting. 

Despite being an Adult-Only property, we admire H2O Suites design and service approach that's intimate and personalized. Offering 24-hour front desk services and daily housekeeping, every couple on a honeymoon can do nothing but enjoy Florida's tropical charm. The property is also near some of the most iconic tourist attractions in Florida, so it's definitely giving the "best of both worlds" vibe. Cool island breeze, modern amenities, aesthetically pleasing facilities, that's the luxury everybody deserves. 

2. W South Beach

A close up of a sign advertising Florida hotels.
Renovated private sanctuary with calming island lifestyle. 
A collage of images of Florida hotels.

After a 30-million-dollar renovation, W South Beach aims to offer its guests an authentic and exceptional Miami Beach experience. Enveloped in the splendid white sand beaches and crystal clear waters, it redefines modern island luxury. You can have a great Florida vacation at W South Beach with many suite options and stylish accommodations.

We love the Poolside Bungalow – a chic, spacious suite with minimalist furniture, beach & garden views, large living areas, furnished patio with a private pool. The surrounding landscape is lined with tall coconut trees, which adds to the real tropical experience. W South Beach is also a paradise for foodies, with 5 on-site restaurants offering Asian and American cuisines. 

Amenities: Studio rooms & suites | Private parking | Beachfront | Spa and wellness center | 5 restaurants | Bar | Fitness center | 2 swimming pools | Breakfast | Private rooftop pool

Highlights: Ocean view suites with balcony | Oceanfront suites | Spa | Sports & leisure activities | Pet-friendly facilities | PWD-accessible facilities | Large outdoor pools with a view

Nearby Attractions: The Wolfsonian Museum–Florida International University, Art Deco Historic District, Lummus Park, Jewish Museum of Florida, South Point Park, and Jungle Island.

Our Take: Take Your Miami Beach Getaway to the Next Level. 

W Hotels never disappoint. Known for its iconic themed rooms, wide range of accommodation and dining options, and impeccable services, W South Beach manages to elevate each Florida staycation. Every suite boasts impressive lighting and ventilation, which make the spaces more calming and refreshing. The five on-site restaurants are also excellent culinary spots as well as bonding venues for families, friends, and couples. 

We picked W South Beach as the Best Hotel Overall, because it offers so many amazing amenities to its guests. After the opulently funded renovation, W South Beach has truly mastered the art of incorporating modern design into island lifestyle. Whether it's about luxurious accommodations, fine and causal dining, or fitness and wellness, this W hotel can help guests have the best and the most memorable Florida vacation ever.

3. Encantada Resort Vacation Townhomes by IDILIQ

One of the finest accommodations in Florida serving the perfect tropical lakeside oasis experience.
A collage of different rooms in Florida hotels.

Encantada Resort Vacation Townhomes is a family-friendly property located just 9 minutes from Disney World. It offers large villas and townhouses. Encantada creatively showcases the fun and colorful vibes of Florida with its colorful townhouses and interiors. Like a home away from home, each space exudes a sense of warmth and coziness. 

Encantada has larger accommodations and pools compared to other hotels and resorts with private pools. Guests can swim in private pool suites or in the two outdoor pools with lake views. We love the Villa with Private Pool – it has modern furniture, a large patio, and a big plunge pool. This suite can accommodate up to eight people, and is an ideal pick for family vacations. 

Amenities: Family rooms | Fitness center | Glass-enclosed pools | Free parking | Restaurant | Bar | PWD-accessible facilities | Furnished terraces | Child-friendly amenities

Highlights: Clean & stylish bedrooms. Villa with private pool. Lagoon-style dipping pool. Large pool area. Modern themed living areas. Access to fishing area.  Children’s club. Game room. 

Nearby Attractions: Boneyard, Villa Vista Park Resorts, Northeast Regional Park, Orlando Tree Trek Adventure Park, Disney’s Boardwalk, and Spring Park.

4. Lakeside Vacations

The ideal vacation haven for families and friends - a home away from home. 
A collage of a house with a pool and a couch, resembling luxury Florida hotels.

This private property in Citrus County is a favorite among families and groups of friends. It offers much more than just a relaxing Florida getaway. If you want a real private retreat, Lakeside Vacations provides comfort and leisure without breaking the bank. Despite its simplicity, Lakeside features impressively spacious family rooms and leisure facilities which are perfect for fun family bonding activities.

We recommend the Four-Bedroom Villas for large families, groups of friends, or colleagues traveling to Florida for vacation, business, or work. The Deluxe Four-Bedroom Villa features a private pool, patio, and outdoor hot tub. The villa has all the essentials for a cozy stay, including toiletries, appliances, and a homely atmosphere. Despite not having an on-site gym, Lakeside Vacations might be the best of its kind around. And it’s also affordable, so it’s a fantastic deal. 

Amenities: Family rooms | Free parking | Outdoor swimming pool | Restaurant | Bar |  Sports and leisure facilities | Spacious lounge areas | Children’s cots (upon request)

Highlights: Convenient location. Spacious family rooms. Large outdoor pool. Tennis court. Golf course. 

* There are no notable attractions near the property. 

5. Bayfront Marin House

A monochrome text with hints of Florida hotels.
Elegant waterfront hotel that features an impeccable old town glamour and understated luxury.
A collage of different images of a house in Florida.

Bayfront Marin House claims to have historic inns and cottages in Florida. And to be honest, we can’t help but agree. Located in the historic city of St. Augustine, this fancy waterfront hotel exudes old town luxury with its Spanish-Colonial styles. The bedrooms are spacious and have high-quality linens, while the living areas are modern and great for enjoying the Florida sunshine. Bayfront Marin House gives the best of both worlds by combining traditional elements with contemporary architecture.

For the best accommodation, we adore the Lagoon Suite, which can accommodate up to 5 people. This charming suite features Caribbean-inspired interiors, chic living areas, furnished terraces, and a private saltwater pool. The swim area also acts as a heated plunge pool, perfect for guests in Florida during the colder months. Bayfront Marin House offers more inns and B&B units for couples, friends, and families. Some are pet-friendly too! Because pets are family, right?

Amenities: PWD-accessible facilities | Room service | Breakfast | Free parking | Vending machine for drinks | Bicycle rental | Fancy sunset and bay views | Pool suites | Suites with spa bath

Highlights: Excellent location. Elegant suites with private patio. Spacious and fully equipped bathrooms. Furnished private balconies. Rooms with private hot tub. Pool and garden views. PWD-accessible rooms. Daily housekeeping services. 

Nearby Attractions: Early American Weapons History, Villa Zorayda, St. Augustine Pirate & Treasure Museum, Spanish Quarter Museum, Castillo de San Marcos National Monument, Potter’s Wax Museum, Castillo de San Marcos, St Augustine Lighthouse and Museum, St Augustine Alligator Farm, and Fort Matanzas. 

Our Take: Experience Comfort and Timeless Luxury at a Reasonable Price.

Oh yes, an easy pick. We strongly believe that Bayfront Marin House offers more than just your typical Florida accommodation. In terms of style and vibe, this private sanctuary exudes an undeniable degree of elegance like no other. The colors, furniture, and materials used are timeless, which can be very hard to achieve in a city as modernized as Florida. As for variety, prepare to be impressed by this waterfront hotel's wide selection of accommodations that ranges from beach cottages, fancy suites, and downtown rentals and inns. 

Each accommodation showcases refined and sophisticated details. With a starting price of below $500, this property offers the Best Value for Money. We also adore its commitment to providing pet-friendly accommodations to guests. Who says humans are the only ones who need to be pampered? Not Bayfront Marin House, for sure. 

6. The Escalante Hotel

Stylish boutique hotel perfect for romantic getaways, fancy vacations, and heartfelt moments. 
A collage of pictures of a pool and a hotel in Florida.

Easily one of the most romantic Florida hotels, The Escalante offers a private getaway that is both comfy and dreamy. The Escalante hotel creates relaxing private sanctuaries with memorable events for families and friends. With its elegant event venues, this fancy hotel is a favorite for weddings, engagements, and other romantic occasions. 

The Hibiscus Bungalow is stunning, with sleek monochromatic interiors, stylish living areas, and a luxurious marble bathroom. It also has a patio that opens to the pool. The pool’s design includes natural elements and materials such as plants, bamboo, and rattan, creating an intimate and romantic atmosphere. Veranda E offers elegant global cuisine that combines fine dining with sustainable organic farming.

Amenities: Family rooms | Outdoor swimming pool | Restaurant | Room service | Breakfast | Private beach area | Heated pool | Pool bar

Highlights: Excellent location. Private beach access. Bicycle rental. Garden & pool views. Suites with heated pool. Classy event venues. Fancy veranda restaurant. 

Nearby Attractions: Merrihue Mini Park, Menefee Mini Park, Cambier Park, Palm Cottage, Naples Pier, Naples Landing Park, Baker Park, Naples Dog Park, Lowdermilk Beach, Naples Zoo at Caribbean Gardens, Conservancy of Southwest Florida, Collier Museum of The Everglades, Naples Beach, and Lowdermilk Park Beach. 

7. Tropical Breeze Resort

Chic and roomy coastal accommodations with contemporary decor. 
A collage of a house with a pool and a couch, reminiscent of luxury Florida hotels.

Looking for large and stylish bedroom suites inspired by cool and laid-back island living? Tropical Breeze Resort is an excellent choice. This private sanctuary in Siesta Key offers a wide range of accommodations for guests to choose from, ensuring the best Florida experience. Tropical Breeze has chic Island Rooms for couples and spacious Family Rooms for fun family getaways. All suites have unique and refreshing vibes that will certainly uplift every guest’s mood.

The Three-Bedroom Two-Bath Suite is great for large families and groups of friends who want suites with private bathrooms, free Wi-Fi, and free private parking. This accommodation is equipped with the essential household items to guarantee a stress-free and cozy staycation. For those who prefer hotels with a pool, the two outdoor swimming pools are available for guests. The Two-Bedroom Suite with Private Pool is great for couples and small families who want a peaceful getaway while experiencing Siesta Key’s tropical beauty.

Amenities: Apartments | Family rooms | Pet-friendly facilities | Private bathroom | 2 swimming pools | Free parking | Hot tub | Airport shuttle

Highlights: Stylish family rooms. BBQ facilities. Tropical themed suites. Cool and spacious lounge areas. Suite with private plunge pool. Suite with patio. Public beach access. 

Nearby Attractions: Boyd Park, Glebe Park, Galvin Park, South Lido County Park, Phillipi Shores Park, Bay Island Park, Ted Sperling Park, Phillippi Estate Park, Red Rock Park, Siesta Key Beach, Crescent Beach, South Lido Beach, and Lido Beach. 

8. Suite Dreams Inn by the Beach

Family-owned island sanctuary with cozy suites showcasing traditional living. 
A collage of a bedroom and a pool at a Florida hotel.

If you’re in search of the best Key West Suites with private pool, Suite Dreams Inn by the Beach is a perfect choice. Suite Dreams Inn provides charming and intimate guest houses owned by a warm and welcoming family. The rustic interiors and fully-furnished living areas create a warm and welcoming atmosphere for every guest. All rooms and suites feature signature linens, complimentary snacks, quality bath amenities, and household appliances. For the ultimate Floridian vibes, Suite Dreams also supplies fresh Florida citrus fruits to every guest house. 

Ideal for solo travelers, the Duval Room features quality amenities and a deck with seating for two. The private entrance leads guests to the property’s tropical gardens, and the fancy community swimming pool. We recommend the Hemingway Retreat for family vacations. It has spacious living areas, two private bathrooms, garden access, and a pool. Suite Dreams Inn by the Beach is one of the most romantic hotels in Florida, with a private pool and a welcoming, simple charm.

Amenities: Spacious suites | Tropical garden | Free parking | Terrace | Outdoor swimming pool | Daily housekeeping

Highlights: Beautiful location. Suites with private pool. Garden access. Spacious lounge areas. Bathrooms with large showers. 

Nearby Attractions: Ernest Hemingway Home and Museum, Nancy Forrester’s Secret Garden, Fort Zachary Taylor Historic State Park, San Carlos Institute, Casa Cuba, Jackson Square, Curry Mansion Museum, Harry S Truman Little White House, Ripley’s Believe It or Not, Key West Aquarium, and Mallory Square.

9. On the Ocean, Miami Beach

Contemporary beachfront property with lovely sunset views and quality amenities. 
A collage of FLORIDA HOTELS.

Finding an affordable room in Florida packed with fantastic amenities and stunning city and beach views is easy. Miami Beach is one of the most famous areas with hotels and resorts with private plunge pools. On the Ocean is another contemporary themed accommodation with stylish bedrooms, clean and big living spaces, and lovely sunset views. 

The Penthouse Apartment is a great option for beach lovers. It offers many amenities, including a private pool with beautiful views of the sea. Guests love this accommodation for its comfortable bed and a bathroom with a sauna. It also has dedicated dining areas and a patio which are spacious and tastefully designed. The overall vibe at On the Ocean mirrors the classic Miami Beach getaway – cool, vibrant, straightforward, and invigorating. Groups of friends and small families can also stay at the Studio with Balcony, or occupy the Two-Bedroom Apartment for massive living spaces and excellent amenities. 

Amenities: Apartments | Balcony | Restaurant | Private parking | Hot tub | Sea view | Private bathroom | Fitness center | Bar

Highlights: Excellent location. Family rooms. Beachfront. Private beach area. Fantastic sea and sunset views. 

Nearby Attractions: Sunny Isles Beach, Haulover Beach, Golden Beach, South City Beach Park, Bal Harbour Beach, Samson Oceanfront Park, Town Center Park, Gwen Margolis Park, Sunny Isles Florida, Gateway Park, Pelican Community Park, Oceania, Bella Vista Bay Park, and Intracoastal Park. 

10. DWS Vacation Villas

A black and white logo with the words family friendly, inspired by Florida hotels.
Family-friendly villas with spacious rooms and cozy living areas. 
A collage of pictures of a home with a swimming pool, reminiscent of Florida hotels.

There are many families who fly to Florida during the holiday seasons, and the demand for vacation rentals, hotels, and inns is always expected to hit its peak. DWS Vacation Villas in Florida offers better signature holiday homes than most hotels with 4-bedroom suites and private pool in room.

DWS Vacation Villas offers a fun and cozy twist to the usual Florida vacation, with a location near parks and entertainment centers. The Private Four-Bedroom House with Private Pool features massive living spaces, a glass-enclosed pool area, stunning garden views, and child-friendly facilities. It also boasts an impressive soundproofing system that will guarantee each guest a quiet environment and a good sleep. DWS can host 15 guests in its large Eight-Bedroom House with five bathrooms, spacious bedrooms, comfy beds, and an entertainment room.

Amenities: Houses | Outdoor swimming pool | Free parking | Family rooms | Pet-friendly facilities | Private bathroom | Heated swimming pool | Children’s play areas 

Highlights: Fully-furnished guest houses. Laundry & grocery shopping services. Water sports & activities. Garden areas. 

Nearby Attractions: Bonanza Golf Gifts, Uzima Savanna, Dino-Sue, Lake Wilson, and Disney’s Animal Kingdom

Our Take: The Best Accommodations for Family Getaways.

Picking DWS Vacation Villas as the Most Family-Friendly Hotel from this list is easy. It offers space, privacy, and an upgraded level of relaxation that every family needs. All holiday homes are equipped with important household appliances and child-friendly amenities to keep adults at ease while enjoying their vacations with kids. We also love how the property is only a 20-minute drive from SeaWorld and Universal Studios Florida. For as low as $250, a family can enjoy a fun and relaxing getaway and treat the kids to amazing Disney experiences!

Did you know?

Apart from the good amount of vitamin D that you can get from the sun, staying at Florida can also help you gain great doses of vitamin C! This is because Florida produces a relatively bigger number of citrus fruits than any other state in the US. In fact, Florida produces more than 70% of all the oranges in America. 

A collage of citrus fruits.

Now, we believe it makes sense that Florida’s state flower is Orange Blossom. What do you think?

What’s Next?

Have you chosen the best Florida hotel with a private pool for your dream vacation? It’s best to keep this list and be updated with friendly and helpful guides to the best hotels and villas to make your staycations truly spectacular. 

If you want a luxury hotel or an affordable guesthouse, BestHotelsAdvisor can help you find the best places to stay. Safe travels!

Frequently Asked Questions

1. Which Florida hotels are closest to the airport?

You can arrive at the nearest airport in an hour (or less) if you stay in one of these six hotels in Florida:

HotelAirportTravel Time
W South BeachMiami International Airport 20 min (12.0 mi)
Encantada Resort Vacation Townhomes by IDILIQOrlando International Airport (MCO)33 min (26.2 mi)
Bayfront Marin HouseNortheast Florida Regional Airport 13 min (5.2 mi)
The Escalante HotelSouthwest Florida International Airport40 min (34.6 mi)
Tropical Breeze ResortSarasota Brandenton International Airport 20 min (9.9 mi) 
DWS Vacation VillasOrlando International Airport (MCO)40 min (24.9 mi)

2. What types of cuisine can I expect from these hotels?

With the abundance of islands and beaches in Florida, tourists can expect the best seafood dishes from these hotels. The cuisines served may range from the classic American dishes, to European favorites, and even Asian delicacies. Some hotels may also offer delectable fusion dishes and other international cuisines to appeal to global travelers. 

3. Which hotel in Florida offers the lowest pricing?

Here are the Top 6 Florida Hotels on this list with the lowest rates (below $500):

  • Encantada Resort Vacation Townhomes by IDILIQ
  • Lakeside Vacations
  • Bayfront Marin House
  • Tropical Breeze Resort
  • On the Ocean, Miami Beach
  • DWS Vacation Villas

4. What hotel in Florida features the best villas with private swimming pool?

H2O Suites, W South Beach, Bayfront Marin House, The Escalante Hotel, and Tropical Breeze Resort feature the best villas with private pools. 

A collage of different beds found in Florida hotels.

5. Which of these hotels located in Florida offers the best dining experience?

W South Beach and H2O Suites are tied for the best in terms of variety, with multiple restaurants that offer unique dining experiences.When it comes to style and vibe, we love The Escalante Hotel’s Veranda E Restaurant

6. Which of these luxury hotels in Florida has the best gym and fitness facilities?

H2O Suites and W South Beach offer generous space and fitness equipment for guests. 

7. Which of these best hotels with private pools has the best spa services?

AWAY® Spa at W South Beach has the best spa services and wellness treatments. 

A collage of pictures of a spa room in one of the luxurious Florida hotels.

8. Do all of these hotels with private pools offer airport transfers?

Out of these 10 hotels, only the Tropical Breeze Resort offers airport transfer to its guests. 

Photo of author


Charvel Rebagay is the founder and main author behind BestHotelsAdvisor.com. With an impressive entrepreneurial background and a genuine passion for travel, Charvel brings a unique perspective to the hospitality industry. He meticulously reviews and recommends hotels, providing readers with an invaluable guide to the best global accommodations.