
Holiday rentals in Estero Bay
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Top-rated holiday rentals in Estero Bay
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Vanillasky Luxus-Pool-Villa 2-8 Pax Bonita Springs
Welcome to Pool Villa Vanillasky in Bonita Springs, Southwest Florida! Your dream vacation in our modern oasis, just minutes from the most beautiful beaches. The villa has over 200 m² of space for 2-8 guests and is located in a well-maintained community. Private, year-round heatable pool Absolutely quiet and safe Ideal for families, those seeking peace + quiet, allergy sufferers Ranks among the top 5% of Airbnb accommodations thanks to reliability + reviews Book your private paradise now!

Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Sunny Sanibel - Gorgeous Loggerhead Walkout Unit
Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Renovated Pool Home in Historic Bonita Springs
Welcome to our just renovated single family pool home in the heart of historic Bonita Springs. Less than 5 miles to the beaches. You can walk to coffee shops, parks, restaurants and all sorts of markets, etc. The living area extends outside in the huge screened lanai where we have a new outdoor sectional sofa. The pool is large and heated. A very upgraded kitchen with new soft close cabinets, quartzite counter tops & brand new appliances. It's a comfortable open concept design.

2/2 Home in Bokeelia, Boat Lift Included!
This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pine Island! This property has beautiful tropical décor to get you settled into the island lifestyle. You can relax and enjoy the views and wildlife on the back patio or grill the day's catch. This canal has incredible Gulf access and you will be out to the intra-coastal in minutes for some of the best fishing in not just the country, but the world. Bring your boat!

555 Royal Palm Villa | Luxury Heated Pool Home
Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

Lovers Key Resort Suite 5 - Bay View
Enjoy this 5th floor condo at Lovers Key Resort, with breathtaking views of Estero Bay! Take in the view from inside through the floor to ceiling windows or sit out on the balcony. Admire the gorgeous sunrise over the bay as you sip your morning coffee! This fully furnished 1 bedroom, 1 bath condo features a king size bed, TV in the bedroom, and an extra large bathroom with garden tub and a walk-in shower.

Penthouse Condo, Superb Beach, Water View, Pool!
Enjoy amazing views from this beautiful condo penthouse on the top floor with a relaxing motif, comfortably sleeps 3. The property has the Flippers Restaurant and Tiki Bar on site as well and workout facility! Sliding doors from the living room and the bedroom open to the spacious lanai with panoramic views of the Gulf of Mexico, Estero Bay and Lovers Key State Park Area. Views from every window!

North Naples pool house
**Relax and Unwind in Our Stunning 3-Bedroom Naples Pool Home** Escape to paradise in this beautifully decorated 3-bedroom, 2-bathroom vacation home in North Naples, perfect for a relaxing getaway for up to 6 guests. Enjoy breathtaking sunsets from the patio overlooking your private heated pool. **Prime Location & Beach Access:** Just minutes from Vanderbilt Beach and other top-rated beaches

Edition | Family Stay, Pool,Spa, BBQ, Near Beach
Welcome to “The EDITION” – a stylish 4BR, 2BA retreat with a brand-new heated pool and spa. Perfect for families or groups, this spacious getaway is just 10 minutes from Naples’ best beaches and Mercato. Enjoy a private yard with BBQ, modern interiors, and walkable access to shops and dining. Everything you need for a relaxing, unforgettable stay in sunny North Naples!

Villa Seascape-on lake, infinity pool, spa, modern
With its unforgettable cotton candy sunrises, Villa Seascape is a lakeside delight. Offering a blend of luxury and location, you can relax and rejuvenate during your holiday experience. Step inside your waterfront getaway and you will immediately be met with widewater views from it's central viewpoint on Lake Britannia.
Popular amenities for Estero Bay holiday rentals
Other great holiday rentals in Estero Bay

Lovers Key Condos

Good Times & Tan Lines

9th Floor Gulf View - Steps From The Beach 1908

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

Modern Beachfront Escape - Walk to the Sand!

Wonderful 3BR Gulffront Dog Friendly | Pool

Pointe Santo E21

Mango Bungalow Tropical Paradise pool beach dining
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a patio Estero Bay
- Apartment rentals Estero Bay
- Rentals with beach access Estero Bay
- Rentals with a hot tub Estero Bay
- Beachfront rentals Estero Bay
- House rentals Estero Bay
- Villa rentals Estero Bay
- Rentals with outdoor seating Estero Bay
- Rentals with a washing machine and dryer Estero Bay
- Rentals with a fireplace Estero Bay
- Rentals with pools Estero Bay
- Family-friendly rentals Estero Bay
- Flat rentals Estero Bay
- Fitness-friendly rentals Estero Bay
- Waterfront rentals Estero Bay
- Rentals with a firepit Estero Bay
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Clam Pass Park
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Boca Grande Pass
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Coral Oaks Golf Course
- Hertz Arena
- Sun Splash Family Waterpark
- Montura Ranch Estates




