
Cottage holiday rentals in Naples Bay
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Top-rated cottage rentals in Naples Bay
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Olde Naples Beach Cottage - 1 mile Bike to Beach!
Our tropical retreat in the heart of Naples has everything you need to feel right at home. Imagine yourself sipping a glass of wine under the cover of a tropical canopy, taking a shower under the stars after a sunny day on the white sand beaches of Naples. Fish at the Pier, visit the pristine beaches of Lovers Key and Marco Island, take a shelling tour to Sanibel Island, stroll and shop 5th Avenue, spend an afternoon at Naples Zoo, or play at the Casino in Immokalee. Welcome to our Paradise!

Coastal Vibes Cottage Pickleball Ct Mile to Beach
Located less than One Mile from the Beach in the Center of the City Hustle, Open Spaces & Bright Beachy Vibes gently remind you of why you came! French Doors in both Bdrms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bdrm has a King Bed Ensuite Bathroom w/Shower; additional Guest Bdrm has 2-Twins or King Bed and Hall Guest Bathroom. This completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Fresh Spacious Cottage W&D Kit 1.3 Mi to Beach
A Spacious 1 Bedroom 1 Bath You Will Have The Entire Unit. This Tiny Home /Duplex Cottage Is On The Imperial River. Have full access to the 20 x 30 dock, Kayak Launch and a Jetski Floating Dock. Full Size Fridge, Beautiful Shower. King Bed W A Full Sleeper In Living Room. Enclosed Lanai. 1 Mi To The Gulf Beaches, Barefoot Beach / Docs 1.5 Mi Fresh Decorating, 1.3 Mile 2 Beach. Close 2 Publix (Grocer) Restaurants, Hiking, Fort Myers Beach (South End 7 Miles) Fort Myers Beach Downtown 13 Mi

Beach House on pond w/ HEATED pool - sleeps 6
This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

20 min to the beach! Pool, fire pit, 3bd/2.5ba
*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Cottage Close to Vanderbilt Beach Heated Pool
2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Mango Villa - Steps away from beach / private pool
We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

The Beach Baby - Across street from beach!
Welcome to The Beach, Baby! Your Beach Bungalow! Just cross the street to 6 mile long pristine beach! Tropical charming beach house in residential neighborhood with upstairs unit available to you. Light, Bright, Cheerful and Clean! Fully stocked down to blender, beach chairs, coolers,...Just bring toothbrush, bathing suit, and flip-flops! Huge covered/screened lanai facing west, which is great for sneaking a peak of sunsets , catching gulf breezes and outside dining.

Sugar Beach Bungalow With a Pool!
Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Cozy Beach House in North Naples
Relax and recharge in this serene, stylish home perfectly situated in the heart of Naples Park. Just 1 mile from the pristine sands of Vanderbilt Beach and less than a mile from Mercato’s vibrant dining, shopping, and entertainment, you’ll have the best of Naples right at your fingertips. Whether you're soaking up the sun, exploring local hotspots, or simply enjoying a peaceful escape, this home offers the ideal blend of comfort, convenience, and coastal charm.

Cozy Cottage Near Vanderbilt Beach
This is a sweet and cozy Naples Park home that will make you want to relax and put your feet up. It is walking distance from the Mercato which features shopping, restaurants, and bars. Guests can easily bike to Vanderbilt Beach located 1.5 miles from the front door with the provided beach cruisers. Trader Joes, Whole Foods, Publix, Kayaks, Golf courses and movie theaters are located in the immediate area.
Popular amenities for cottage rentals in Naples Bay
Cottage rentals with a hot tub

Wobbly Pelican steps from beach!

The Enchanted Cottage on the Imperial River

The Sea Star Cottage

Located 10 mins from the beach! Central Location!

Beach cottage l

beautiful beach get away

Central Location! 13 minutes from the beach!

The beach is calling to stay at Cottage Blue!
Pet-friendly cottage rentals

Cheerful 3 bedroom Cottage near the beach!

Pink Palm*Steps to Beach*Pool & Sofa Bed

A Cozy Cottage Close to Beach and Downtown

Snowbird-friendly 3BR historical cottage with W/D

River Ranch Oaks

Key West Cottage: 3/2 Steps to Downtown & the sand

Sans Souci - 4/3 Coastal Cottage in Bonita Shores

Cozy Cove
Private cottage rentals

Cheerful 3 bedroom casita w fence & 1 mi to beach

Charming Waterfront Cottage on the Imperial River

⭐️NEW | 3BD Greenway Cottage | Central | Near beach

Las Tortugas Azules (The Blue Turtles) - Family Retreat

Gulf Breeze | Vanderbilt Beach

Boho-Style Escape w/ Patio ~ 3 Mi to Bonita Beach!

Beautiful house on the bay!

Cozy Getaway!
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
- Naples Beach
- Captiva Island
- Tigertail Beach
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club
- Jetblue Park
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bowman's Beach
- Big Cypress National Preserve
- Bunche Beach
- Coral Oaks Golf Course
- Sun Splash Family Waterpark
- Hertz Arena
- Manatee Park
- Coconut Point
- Naples Botanical Gardens




