
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.

The Bonita Bitty Beach Cottage
Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

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.

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!

Coral Cottage Retreat
Enjoy a quintessential 2-bedroom, 2-bath beach cottage in the heart of central Naples! You’re just 12 minutes from Mercato’s shops and restaurants and 8 minutes from the dining and boutiques of Old Naples’ 5th Avenue. The home comfortably accommodates guests with three queen-size beds, including a sofa bed. Prefer to explore nearby? Walk or bike to great local spots—our favorites are in your guest guide. Or hop on a complimentary bicycle and reach the beach in just 9 minutes!

The Enchanted Cottage on the Imperial River
Spiritually relaxing & located on the Imperial River Kayak Trail, the Enchanted Cottage is the perfect Oasis before wandering Downtown to the shops & restaurants of Bonita Springs. Explore this unique property, wander the gardens, Fish or Kayak & explore the River before discovering the new Food Truck Park, bars, & weekend festivals of Bonita Springs. A gorgeous 1920s estate conveniently located; 15-20 mins to RSW, FGCU, & the SWFL beaches with many nearby shops & restaurants.

⭐️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.

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.

Updated Kit W/D On River 1.3 Mi to Beach Sleeps 4
A Spacious 2 Rm 1Bth. You Will Have The Entire Unit. King Sized Bed With A Pull Out Couch. Partially Enclosed Sitting Area. Kayak Launch and a Jetski Floating Dock On The Imperial River About 1 Mi To The Gulf. Fresh Decorating, Full Size Fridge, 1.5 Mi 2 Beach. Fresh Shower. Bath is off Bedroom. Completely Renovated 11/2022. If this listing doesn't fit your needs, ask us for a link to all of our listings.
Popular amenities for cottage rentals in Naples Bay
Cottage rentals with a hot tub

The Sea Star Cottage

Located 10 mins from the beach! Central Location!

Central Location! 13 minutes from the beach!

beautiful beach get away

Beach cottage l

The beach is calling to stay at Cottage Blue!

A Designers Coastal Dream Cottage. 90 day minimum.

Beach cottage ll
Pet-friendly cottage rentals

Charming Waterfront Cottage on the Imperial River

Cheerful 3 bedroom Cottage near the beach!

A Cozy Cottage Close to Beach and Downtown

Classic 2BR dog-friendly cottage with kitchen

Las Tortugas Azules - Family Retreat

River Ranch Oaks

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

Sans Souci - 4/3 Coastal Cottage in Bonita Shores
Private cottage rentals

Cheerful 3 bedroom casita w fence & 1 mi to beach

DEJA BLUE Beach Bungalow 1000ft from the BEACH!

Joy's Beach Cottage

Naples Park Beach Escape

Quiet Riverside Cottage in Downtown Bonita Springs

Charming Beach Cottage

Gulf Breeze | Vanderbilt Beach

Boho-Style Escape w/ Patio ~ 3 Mi to Bonita Beach!
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
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Bowman's Beach
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Big Cypress National Preserve
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Hertz Arena
- Coconut Point
- Manatee Park
- Naples Botanical Gardens




