
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!
4.91 out of 5 average rating, 32 reviews
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.
4.93 out of 5 average rating, 172 reviews
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
4.91 out of 5 average rating, 46 reviews
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!
4.98 out of 5 average rating, 199 reviews
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!
5.0 out of 5 average rating, 220 reviews
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.
5.0 out of 5 average rating, 121 reviews
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.
4.85 out of 5 average rating, 41 reviews
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!
4.96 out of 5 average rating, 145 reviews
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
4.91 out of 5 average rating, 291 reviews
⭐️NEW | 3BD Greenway Cottage | Central | Near beach
Retro meets contemporary with this newly renovated 3 bedroom/ 2 bath home. The open concept design is modern and bright with a great kitchen and large island. The cozy outside screened-in porch allows you to feel and hear the tropics. This home is centrally located from everything Naples has to offer. Nestled 1.5 miles away from the nearest beach (Lowdermilk Park), direct access to Gordon River Greenway Park, Naples Zoo & Conservancy and 2 miles from downtown Fifth Avenue.
4.99 out of 5 average rating, 72 reviews
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.
4.9 out of 5 average rating, 139 reviews
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!
4.83 out of 5 average rating, 302 reviewsPopular amenities for cottage rentals in Naples Bay
Cottage rentals with a hot tub

The Enchanted Cottage on the Imperial River
4.99 out of 5 average rating, 76 reviews
Fern Cottage! Sleeps 6! FREE Beach Parking!
5.0 out of 5 average rating, 27 reviews
Cozy Cottage in Premier Resort
4.76 out of 5 average rating, 46 reviews
Beach cottage l
4.64 out of 5 average rating, 225 reviews
beautiful beach get away
4.89 out of 5 average rating, 9 reviews
Dreamy Beach Cottage
4.5 out of 5 average rating, 4 reviews
Romantic Getaway Cabin-HotTub-Near Bonita Beach

The Sea Star Cottage
Pet-friendly cottage rentals

The Bonita Bitty Beach Cottage
4.84 out of 5 average rating, 67 reviews
River Ranch Oaks
5.0 out of 5 average rating, 68 reviews
Offshore Oasis Cottage
4.98 out of 5 average rating, 50 reviews
A Cozy Cottage Close to Beach and Downtown
4.79 out of 5 average rating, 43 reviews
Beach & Pool Cottage - Walk to Times Square
4.9 out of 5 average rating, 10 reviews
Key West Cottage: 3/2 Steps to Downtown & the sand
5.0 out of 5 average rating, 7 reviews
Sandy Cottage Cheerful 2 Bdrm Home in Naples, FL
4.84 out of 5 average rating, 81 reviews
Beautiful house on the bay!
4.92 out of 5 average rating, 12 reviewsPrivate cottage rentals

Cap't Jack's Waterfront Cottage
4.97 out of 5 average rating, 32 reviews
Coastal Cottage w/ King Bed- Close to the Beach!
5.0 out of 5 average rating, 26 reviews
DEJA BLUE Beach Bungalow 1000ft from the BEACH!
4.91 out of 5 average rating, 65 reviews
C-Sunny Naples Cottage | Near Downtown

Cosy and charming cottage in the heart of naples.

Moninanu - Modern Wooded Cottage in North Naples
4.96 out of 5 average rating, 53 reviews
Sans Souci - 4/3 Coastal Cottage in Bonita Shores
4.97 out of 5 average rating, 31 reviews
Cottage for a tropical gateway or romantic retreat
5.0 out of 5 average rating, 14 reviewsDestinations 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
- Cape Coral Holiday rentals
- St. Augustine Holiday rentals
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Florida Gulf Coast University
- Tigertail Beach
- Bowman's Beach
- Jetblue Park
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course
- Tarpon Bay Beach
- Sun Splash Family Waterpark
- Del Tura Golf & Country Club





