Southwest Florida Florida Luxury Hotels with Entertainment

List Of Best Luxury Hotels with Entertainment Southwest Florida

We have created a list with the best luxury hotels with entertainment in Southwest Florida, USA. Hope you enjoy it. We think it might be the best of its kind around

luxury hotels in Southwest Florida
The Ritz-Carlton Naples
Resort
280 Vanderbilt Beach Road, Pelican Bay, Naples, FL 34108, USA

Experience the beauty of Naples with stunning ocean views and beautiful beaches right at your doorstep. Our resort is designed to be a welcoming getaway for everyone, located along the Gulf of Mexico. Enjoy refreshing dips in our two outdoor pools, perfect for relaxing and soaking up the sun. We strive to create an unforgettable experience where you can unwind, connect with nature, and make lasting memories with your loved ones.

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
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luxury hotels in Southwest Florida
The Ritz-Carlton Naples, Tiburon
Resort
2600 Tiburon Drive, Naples, FL 34109, USA

Experience the joy of golf at two amazing courses at The Ritz-Carlton Golf Resort in Naples, Florida. After your round, unwind in our beautiful Mediterranean-style retreat, designed to offer you comfort and relaxation. Whether you're a seasoned golfer or just starting out, we invite you to enjoy both the challenge of the game and the tranquility of our luxurious sanctuary. Your experience matters to us!

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
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luxury hotels in Southwest Florida
Hyatt Regency Coconut Point Resort & Spa Near Naples
Resort
5001 Coconut Road, Bonita Springs, FL 34134, USA

Welcome to our beautiful resort in Southwest Florida! Nestled on 26 acres of lush tropical gardens, our location offers a serene escape surrounded by nature. We are situated near Estero Bay and the stunning Gulf of Mexico, making it an ideal spot for relaxation and exploration. Located in the charming Coconut Point area of Bonita Springs, we invite you to experience all that our community has to offer. Whether you’re looking to unwind or embark on new adventures, we’re here to help you create lasting memories.

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Luxury Amenities:

  1. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  2. Stay productive with top-notch business services available at your fingertips.
  3. Keep active with a range of sports and activities designed for adventure and fitness.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
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luxury hotels in Southwest Florida
Bellasera Resort
Hotel
221 Ninth Street South, Naples, FL 34102, USA

Welcome to Bellasera Resort in Naples! We're excited to share our prime location right at the entrance of 5th Avenue South, a vibrant area loved for its art galleries, charming boutiques, and delightful restaurants. During your stay with us, you can relax in one of our inviting poolside cabanas. Whether you're looking to soak up the sun or have some quiet time, we strive to create a comfortable and enjoyable experience for everyone. We look forward to welcoming you and hope you make wonderful memories here!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Southwest Florida
JW Marriott Marco Island Beach Resort
Resort
400 South Collier Boulevard, Marco Island, FL 34145, USA

Welcome to our beautiful beachfront resort on Marco Island, Florida! Here, you can relax by one of our three outdoor pools or enjoy a round of golf at one of our two private 18-hole courses. We offer a variety of dining options with ten different restaurants to suit all tastes. Plus, there are plenty of activities available for everyone, including volleyball and more. Whether you're looking to unwind or stay active, we have something for everyone to enjoy during your stay!

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
Show more
luxury hotels in Southwest Florida
The Westin Cape Coral Resort at Marina Village
Resort
5951 Silver King Boulevard, Cape Coral, FL 33914, USA

Welcome to the Westin Cape Coral Resort, nestled at Tarpon Point Marina. Here, you'll find a welcoming atmosphere featuring comfortable apartment-style accommodations. Enjoy delicious meals at our two on-site restaurants, and take in the beautiful views of the Caloosahatchee River and the Gulf of Mexico. We’re dedicated to making your stay enjoyable and memorable, with amenities and services designed with your comfort in mind.

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Luxury Amenities:

  1. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  2. Stay productive with top-notch business services available at your fingertips.
  3. Keep active with a range of sports and activities designed for adventure and fitness.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
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luxury hotels in Southwest Florida
Naples Bay Resort and Marina
Resort
1500 5th Avenue South, Naples, FL 34102, USA

Welcome to Naples Bay Resort and Marina, a place where you can relax and enjoy the beautiful surroundings. Our resort offers a lovely marina and a spacious 5,000-square-foot outdoor pool—perfect for soaking up the sun or enjoying a refreshing swim. Each of our comfortable rooms is equipped with free WiFi, so you can stay connected during your visit. Plus, we’re conveniently located just under a mile from the scenic Naples Pier, where you can take in stunning views and explore local attractions. Whether you're here for a family vacation, a romantic getaway, or a solo retreat, we strive to make your stay enjoyable and memorable. We look forward to welcoming you!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Southwest Florida
Hilton Naples
Hotel
5111 Tamiami Trail North, Naples, FL 34103, USA

Just a short walk from the stunning beaches of Naples, Florida, our hotel is ideally situated near many popular attractions. We offer spacious rooms designed with your comfort in mind, as well as a highly-rated restaurant where you can enjoy delicious meals right on-site. Whether you're here to relax by the ocean or explore the local area, we strive to make your stay enjoyable and memorable.

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
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luxury hotels in Southwest Florida
Wyvern Hotel, Ascend Hotel Collection
Hotel
101 East Retta Esplanade, Punta Gorda, FL 33950, USA

Welcome to our Punta Gorda hotel, where we prioritize your comfort and enjoyment. We understand that every guest has unique needs, and we are here to provide a welcoming and relaxed experience that feels like home. In our space, you’ll find stylish surroundings paired with attentive service that is always ready to help. Whether you're traveling for work or leisure, we’re dedicated to making your stay special and memorable.

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Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Keep active with a range of sports and activities designed for adventure and fitness.
  3. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
  4. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
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luxury hotels in Southwest Florida
Carlisle Inn Sarasota
Hotel
3727 Bahia Vista Street, Sarasota, FL 34232, USA

Welcome to Carlisle Inn Sarasota, just 3.9 km from the heart of Sarasota! We invite you to enjoy our comfortable rooms, which come with free WiFi so you can stay connected. During your stay, take advantage of our outdoor swimming pool, perfect for relaxing under the sun, or visit our fitness center to keep up with your workout routine. Our shared lounge offers a welcoming space where you can unwind and connect with other guests. We’re here to ensure your experience is enjoyable and accommodating. Whether you're traveling alone, with family, or friends, we look forward to making your stay memorable!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
Show more
luxury hotels in Southwest Florida
Art Ovation Hotel, Autograph Collection
Hotel
1255 North Palm Avenue, Sarasota, FL 34236, USA

Welcome to the Art Ovation Hotel, part of the Autograph Collection! We’re proudly situated in the vibrant heart of Downtown Sarasota, where art and community come together. Join us for our engaging quarterly exhibitions, live performances, and special guest appearances that celebrate creativity and connection. We look forward to sharing these enriching experiences with you!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Southwest Florida
The Ritz-Carlton, Sarasota
Hotel
1111 Ritz-Carlton Drive, Sarasota, FL 34236, USA

Explore a beautiful destination on Florida's central Gulf coast, situated near the heart of the city and offering stunning views of Sarasota Bay. This location is just a short drive from top-notch arts venues, nature parks, and unique attractions, making it easy for everyone to enjoy what the area has to offer. Whether you’re looking for a relaxing getaway or an exciting adventure, this spot has something for everyone.

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Southwest Florida
voco Sarasota, an IHG Hotel
Resort
1223 Boulevard of the Arts, Sarasota, FL 34236, USA

Welcome to voco® Sarasota, located in the vibrant Rosemary District. We’re excited to share our freshly renovated hotel with you! Here, we prioritize your comfort and convenience, ensuring that you feel right at home during your stay. You'll find us just a short walk from downtown, where there are plenty of shops and restaurants to explore. We can’t wait to welcome you and provide you with an exceptional experience filled with warm hospitality.

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Southwest Florida
The Hotel Zamora
Hotel
3701 Gulf Boulevard, St. Pete Beach, FL 33706, USA

Welcome to our beautiful boutique hotel, inspired by the charm of the Mediterranean! Our property features inviting outdoor spaces where you can relax and enjoy the fresh air. We are conveniently located in St. Pete Beach, offering a perfect spot for both relaxation and adventure. Whether you're here for a romantic getaway or a fun family vacation, we are committed to making your stay memorable and enjoyable. Come experience the warmth and hospitality of our unique space!

Show more

Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Southwest Florida
The Vinoy Resort & Golf Club, Autograph Collection
Resort
501 5th Avenue Northeast, St. Petersburg, FL 33701, USA

Welcome to our beautiful St. Petersburg hotel, nestled along the scenic Tampa Bay coast. We invite you to relax and unwind in our inviting spa and enjoy our heated pools, perfect for a refreshing dip. Art lovers will be delighted to know that the stunning Chihuly Collection, featuring exquisite glass sculptures, and the Museum of Fine Arts are just a short 5-minute walk away. Whether you're here to explore or simply relax, we’re here to make your stay enjoyable and memorable.

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
Show more

Most booked hotels with Entertainment in Southwest Florida

luxury hotels in Southwest Florida
3727 Bahia Vista Street, Sarasota, FL 34232, United States
9.6
2347 reviews
From $413
luxury hotels in Southwest Florida
3701 Gulf Boulevard, St. Pete Beach, FL 33706, United States
8
652 reviews
From $304
luxury hotels in Southwest Florida
5111 Tamiami Trail North, Naples, FL 34103, United States
8.4
462 reviews
From $500

Budget hotels with Entertainment in Southwest Florida

luxury hotels in Southwest Florida
101 East Retta Esplanade, Punta Gorda, FL 33950, United States of America
8.5
348 reviews
From $259
luxury hotels in Southwest Florida
1223 Boulevard of the Arts, Sarasota, FL 34236, United States
8.4
305 reviews
From $268
luxury hotels in Southwest Florida
3701 Gulf Boulevard, St. Pete Beach, FL 33706, United States
8
652 reviews
From $304

Compare the Top Luxury Hotels with Entertainment in Southwest Florida – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($) Star Rating Review Count Book
The Ritz-Carlton Naples 280 Vanderbilt Beach Road, Pelican Bay, Naples, FL 34108, USA 1349 5 7.5 47
The Ritz-Carlton Naples, Tiburon 2600 Tiburon Drive, Naples, FL 34109, USA 943 5 7.9 56
Hyatt Regency Coconut Point Resort & Spa Near Naples 5001 Coconut Road, Bonita Springs, FL 34134, USA 445 4 8.8 187
Bellasera Resort 221 Ninth Street South, Naples, FL 34102, USA 395 4 9.2 286
JW Marriott Marco Island Beach Resort 400 South Collier Boulevard, Marco Island, FL 34145, USA 1356 4 8.6 397
The Westin Cape Coral Resort at Marina Village 5951 Silver King Boulevard, Cape Coral, FL 33914, USA 647 4 8.8 126
Naples Bay Resort and Marina 1500 5th Avenue South, Naples, FL 34102, USA 369 4 9.6 7
Hilton Naples 5111 Tamiami Trail North, Naples, FL 34103, USA 500 4 8.4 462
Wyvern Hotel, Ascend Hotel Collection 101 East Retta Esplanade, Punta Gorda, FL 33950, USA 259 4 8.5 348
Carlisle Inn Sarasota 3727 Bahia Vista Street, Sarasota, FL 34232, USA 413 4 9.6 2347
Art Ovation Hotel, Autograph Collection 1255 North Palm Avenue, Sarasota, FL 34236, USA 2059 4 8.9 318
The Ritz-Carlton, Sarasota 1111 Ritz-Carlton Drive, Sarasota, FL 34236, USA 1091 5 8.6 170
voco Sarasota, an IHG Hotel 1223 Boulevard of the Arts, Sarasota, FL 34236, USA 268 4 8.4 305
The Hotel Zamora 3701 Gulf Boulevard, St. Pete Beach, FL 33706, USA 304 4 8 652
The Vinoy Resort & Golf Club, Autograph Collection 501 5th Avenue Northeast, St. Petersburg, FL 33701, USA 959 4 8.8 94

Note: The prices for each hotels in Southwest Florida do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Frequently Asked Questions

Some top choices for hotels with entertainment in Southwest Florida include The Ritz-Carlton, Naples and Sanibel Harbour Marriott Resort & Spa. These hotels offer live music, events, and various activities to keep guests entertained during their stay.

Yes, many family-friendly hotels in Southwest Florida provide entertainment options. For instance, the Holiday Inn Resort in Fort Myers Beach features fun activities and a vibrant atmosphere for families to enjoy.

Hotels like The Naples Beach Hotel & Golf Club often feature live music events and shows, making them a great choice for those looking to enjoy entertainment during their stay.

Hotels with entertainment options typically offer amenities such as live performances, themed nights, golf courses, water sports, and family activities. Check out resorts like the South Seas Island Resort for a variety of fun-filled experiences.

To find hotels with vibrant nightlife, look for resorts near downtown areas or popular attractions. Places like the Crowne Plaza Fort Myers at Bell Tower Shops feature easy access to bars and entertainment venues nearby.

Absolutely! Luxury hotels like La Playa Beach & Golf Resort and The Westin Cape Coral Resort at Marina Village not only provide exquisite accommodations but also a variety of entertainment options for guests to enjoy.

Hotels in Southwest Florida offer diverse entertainment options, including poolside parties, beach bonfires, themed dinners, and sports activities. The Pink Shell Beach Resort & Marina is known for its engaging social events.

Yes, several hotels cater to children and provide kid-friendly entertainment. The Hyatt Regency Coconut Point Resort & Spa offers family activities, a water park, and game rooms to keep young guests entertained.

3-Day Southwest Florida Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your day with a stroll along the beautiful beaches of Delnor-Wiggins Pass State Park, where you can enjoy pristine sands and stunning views.
  • Afternoon: Head over to Naples Botanical Garden for a leisurely walk among vibrant flora and themed gardens, perfect for relaxation.
  • Evening: Dine at Bacco Cafe, known for its exquisite Italian cuisine and elegant ambiance.

Day 2:

  • Morning: Visit the historic Crayton Cove in Naples, filled with charming shops and local art galleries.
  • Afternoon: Explore the renowned Artis—Naples, which features impressive performances and cultural exhibitions.
  • Evening: Unwind with a sunset dinner cruise on the Gulf of Mexico, offered by Sunset Cruise Naples for breathtaking views.

Day 3:

  • Morning: Experience the charm of Pine Island, where you can enjoy local art galleries and fresh coconuts.
  • Afternoon: Take a scenic drive to Myakka River State Park and explore its lush trails and wildlife.
  • Evening: Cap off your trip with a lovely dinner at the upscale Ole Mexican Grill, which offers authentic flavors in a stylish setting.

🛏️ Hotels perfect for this itinerary: The Ritz-Carlton, Naples, La Playa Beach & Golf Resort, Trianon Bonita Bay

Where to Stay in Southwest Florida: Best Areas by Traveler Type

Choosing the right area to stay in Southwest Florida is essential for an enjoyable experience, as it greatly depends on your travel needs and preferences. With diverse neighborhoods offering unique vibes, this guide will help you navigate the best regions suited for various types of travelers. Whether you're seeking romance, family fun, solo adventure, or budget-friendly options, you'll find the perfect fit here.

👫 Where to Stay in Southwest Florida for Couples

Best Areas: Naples, Sanibel Island, Fort Myers Beach

Why it’s perfect: Picturesque beaches ideal for sunset strolls Intimate dining options featuring fresh seafood Charming boutiques and art galleries for leisurely exploration

Top Hotels: The Ritz-Carlton, Naples, Casa Ybel Resort, Sanibel Island, Pink Shell Beach Resort & Marina, Fort Myers Beach

Top Features: Romantic views, Secluded beaches, Spa services


👨‍👩‍👧 Where to Stay in Southwest Florida with Family

Best Areas: Fort Myers, Marco Island, Cape Coral

Why it’s perfect: Family-friendly attractions such as water parks and wildlife preserves Kid-friendly beaches with gentle waves and shallow areas Easy access to activities like boating and fishing

Top Hotels: Marriott Sanibel Harbour Resort & Spa, JW Marriott Marco Island Beach Resort, Hampton Inn & Suites Cape Coral/Fort Myers Area

Top Features: Spacious family rooms, On-site recreation facilities, Proximity to attractions


🧳 Where to Stay in Southwest Florida for Solo Travelers

Best Areas: Downtown Fort Myers, Naples, Estero

Why it’s perfect: Vibrant nightlife and cultural experiences Variety of dining options catering to all tastes Safe and walkable communities for easy exploration

Top Hotels: Hotel Indigo Fort Myers Downtown River District, Naples Bay Resort, Hyatt Place Coconut Point

Top Features: Social atmosphere, Convenient transportation, Local events and festivals


👵👴 Where to Stay in Southwest Florida for Seniors

Best Areas: Bonita Springs, Naples, Port Charlotte

Why it’s perfect: Calm ambiance with beautiful landscapes and parks Access to medical facilities and senior-friendly services Numerous golf courses and leisurely activities

Top Hotels: Lovers Key Resort, Bonita Springs, The Naples Beach Hotel & Golf Club, Charlotte Harbor Event & Conference Center

Top Features: Accessible amenities, Relaxing environments, Community events


💸 Where to Stay in Southwest Florida on a Budget

Best Areas: Fort Myers, Cape Coral, Lehigh Acres

Why it’s perfect: Affordable hotels and motels without sacrificing quality Free or low-cost attractions like parks and beaches Diverse dining options that won’t break the bank

Top Hotels: La Quinta Inn & Suites by Wyndham Fort Myers Airport, Comfort Inn & Suites Fort Myers East, Quality Inn & Suites in Cape Coral

Top Features: Budget-friendly accommodations, Value-packed deals, Family-run establishments


💎 Where to Stay in Southwest Florida for Luxury

Best Areas: Naples, Sanibel Island, Captiva Island

Why it’s perfect: Exclusive beachfront properties with stunning views High-end dining experiences and luxurious spas Personalized service and exceptional amenities

Top Hotels: The Naples Grande Beach Resort, The Sanctuary Beach Resort, Sanibel Island, South Seas Island Resort, Captiva Island

Top Features: Gourmet dining, Private beach access, World-class spa services


Where to Stay in Southwest Florida - Quick Guide

Traveler Type Best Areas Top Features
Couples Naples, Sanibel Island, Fort Myers Beach Romantic views, Secluded beaches, Spa services
Family Fort Myers, Marco Island, Cape Coral Spacious family rooms, On-site recreation facilities, Proximity to attractions
Solo Downtown Fort Myers, Naples, Estero Social atmosphere, Convenient transportation, Local events and festivals
Seniors Bonita Springs, Naples, Port Charlotte Accessible amenities, Relaxing environments, Community events
Budget Fort Myers, Cape Coral, Lehigh Acres Budget-friendly accommodations, Value-packed deals, Family-run establishments
Luxury Naples, Sanibel Island, Captiva Island Gourmet dining, Private beach access, World-class spa services