
Cottage holiday rentals in Naples Bay
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Top-rated cottage rentals in Naples Bay
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Fern Cottage! Sleeps 6! FREE Beach Parking!
Charming Olde Naples home with pool, large enclosed backyard, & modern comforts. Located in the heart of town, 1 block west of 41, be shopping & dining on 5th Avenue or at the beach in 10 minutes or less! Primary Bedrm: King Bed, 50-in Roku TV, En Suite Bathroom w/Shower Bedrm 2: Queen Bed, 50-in Roku TV Bedrm 3: Queen Bed, 50-in Roku TV Lvngrm: 65-in Roku TV Large 20x12 private pool, 7-person hot tub, backyard, grill, screened-in lanai & open concept kitchen/living/dining rm. Fully furnished.

Beautiful Naples Home, walk or bike to the beach!
Gorgeous Private Home. Vanderbilt Beach and Delnor-Wiggins Pass beach are just 1.3 short miles away. Beautifully furnished with all of the comforts of home! Almost any restaurant and shopping you can think of surrounds the home in this convenient, central location. The backyard is completely fenced in and very private. We provide everything you need to have the best beach days & Surrey bike for an outing that's fun for the whole family! Welcome at this peaceful place! * New water heaters & AC.

LRG Deck RiverKayak LaunchUpdated 1.3M To Bch Gcko
Cozy 2 Bedroom 1 Bath Freshly Updated Coastal Cottage. 1.3 Miles to World Renowned Barefoot Beach. 10 Restaurants, 7/11, bait shop, kayak, rental & Publix all very close. Our property is a former Girl Scout Fishing Camp with 8 cottages. Enjoy our 25 ft dock on the Imperial River which leads to the Gulf of Mexico for private use of our guests. Fish from our dock or use the Kayak Launch and a Jetski Floating Dock If this listing doesn't fit your needs, ask us for a link to all of our listings.

Cozy Cove
Welcome to the "CozyCove," your ideal get away nestled in the heart of sunny southwest Florida! This charming cottage is perfectly situated just 5 minutes drive from the vibrant downtown 5th Ave, where you'll discover an array of restaurants and shopping delights. And if you're craving the sun and sand, the beautiful Naples Beach is just a short 10 minute drive away. The cottage come with full kitchen, bathroom, wash and dryer, plus high speed internet, private parking and all other amenities

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!

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. Enjoy Pickleball on our shared court or ride one of our bikes to the nearby beaches, grocery, or restaurants!

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.

Cozy Cottage Near Beach, Restaurants and Fun
3 bedrooms and 2 full bathrooms (rainforest shower in master bedroom bathroom and bathtub in the second bathroom). This cottage is located in a safe location and within walking distance from the east Naples community center where pickle ball tournaments are held. 8 minute drive to the botanical gardens, a 5 minute drive to Sugden Park (this pond has a free beach & parking). Excellent restaurants, night life and shopping nearby. Air Conditioning units recently added in two bedrooms.

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

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, 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!

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.

Coastal Studio Escape!
A charming, fully appointed coastal studio offering a timeless beach cottage vibe. Enjoy a private entrance, private deck with outdoor seating, and off-street parking on a unique seashell drive. Centrally located, you’re only about a 10-minute drive from nearly everything Naples has to offer. Enjoy complimentary bicycles and helmets, beach chairs, and an umbrella (first-come, first-served). Just a 9-minute bike ride to the beach!
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 casita w fence & 1 mi to beach

A Cozy Cottage Close to Beach and Downtown

Naples Park Beach Escape

Las Tortugas Azules (The Blue Turtles) - Family Retreat

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

Sans Souci - 4/3 Coastal Cottage in Bonita Shores

Beautiful house on the bay!

The Bonita Bitty Beach Cottage
Private cottage rentals

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

Charming Waterfront Cottage on the Imperial River

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

C-2bedroom for$150/Night in downtown Naples fits 4

Joy's Beach Cottage

Quiet Riverside Cottage in Downtown Bonita Springs

Charming Beach Cottage

Boho-Style Escape w/ Patio ~ 3 Mi to Bonita Beach!
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Coconut Point
- Clam Pass Park
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Barefoot Beach State Preserve
- Tarpon Bay Beach
- Seminole Casino Hotel Immokalee
- Del Tura Golf & Country Club
- Sun Splash Family Waterpark





