Oyster Bay Real Estate For Rent55+ Active Adult

Oyster Bay contains (25) subdivisions
Premium
Premium
$300 - $400 per SqFt
Ratings
Reviews (
)
Results 13 of 13
Furnished
Clam Court Marina At Oyster Bay, 1165 Clam Ct, Naples, Florida 34102, image 1
$2,900 $300
  • 2 Beds
  • 21/2 Baths
  • 1,449 SqFt
  • $2.00/SqFt
Premium
Condo for rent in Clam Court Marina At Oyster Bay
1165 Clam Ct, Naples, FL 34102
Clam court marina with a 30' boat dock and gulf access nestled in the desirable royal harbor area on a quiet cul-de-sac and just minutes away from the downtown area provides easy access to shopping, dining and entertainment. Enjoy nearby hot-spots such as tin city, bayfront, 5th avenue south, naples pier, the gulf, celebration park, the botanical gardens and baker's park - all just minutes away. This second floor, two-story condo features 2 bedrooms and 2.5 baths, which overlooks the water. One screened-in lanai is located on the first floor level, as is the main living area, dining area, kitchen and laundry. The second screened-in lanai is on the upper level off of the primary bedroom. The community room, which has a kitchen is located off the pool and overlooks the water. You can relax and enjoy the heated salt water pool while having a bbq.
Unfurnished
Oyster Bay, 1120 Sandpiper St, Naples, Florida 34102, image 1
$5,900
  • 3 Beds
  • 3 Baths
  • 2,400 SqFt
  • $2.46/SqFt
Premium
House for rent in Oyster Bay
1120 Sandpiper St, Naples, FL 34102
Direct access waterfront property.
Turnkey
Boathouse At Oyster Bay, 1560 Blue Point Ave #3, Naples, Florida 34102, image 1
$2,900 $150
  • 2 Beds
  • 2 Baths
  • 1,176 SqFt
  • $2.47/SqFt
Condo for rent in Boathouse At Oyster Bay
1560 Blue Point Ave #3, Naples, FL 34102
Owners will rent long or short term. Welcome to a boater's paradise in oyster bay, where luxury meets convenience in this south-facing waterfront condominium. This rarely available unit in the boathouse building offers stunning water views from every room. With 6 units and 2 stories, this high and dry building has weathered recent hurricanes, including irma, ian, helene, and milton with resilience including zero flooding and zero insurance claims. Step into this first-floor residence with nearly 1, 200 square feet of air-conditioned space, featuring two bedrooms with ensuite baths, including a walk-in shower and full-sized bathtub. There is 20+ feet of boat dock space equipped with water and electricity available for use. Relax and unwind on the recently expanded 500-square-foot covered deck while enjoying tranquil canal views. Notable features of this updated unit include custom impact glass windows and doors for safety, privacy, and climate control, along with tile and wood floors, plantation shutters, a private den area, and a separate storage and laundry room. New linked smoke detectors ensure your comfort and safety, with over $35, 000 invested in upgrades since this residence was on the market earlier this year. Dock your boat right in your backyard and enjoy direct gulf access from naples bay, with no bridges to navigate. Embrace the naples lifestyle by biking to tin city and 5th avenue for world-class dining and exploring the naples beautiful beaches. Oyster bay stands as one of naples' best-kept secrets, offering a perfect blend of waterfront living and urban convenience.

READY TO SELL?

We can help
Sell Faster
For Top Dollar
With The Best Terms
Unfurnished
Oyster Bay, 1605 Chesapeake Ave #2, Naples, Florida 34102, image 1
$2,300
  • 2 Beds
  • 1 Baths
  • 850 SqFt
  • $2.71/SqFt
Premium
Condo for rent in Oyster Bay
1605 Chesapeake Ave #2, Naples, FL 34102
Available march 1 for annual rental. Stunning, renovated, updated, unfurnished unit in a building on a canal. Lovely outdoor deck facing the canal for common use to entertain and relax. Dock is available to launch kayak or paddle board if so desired. High-end finishes throughout the unit with marble tile, dark grey countertops and kitchen cabinets, and high-end appliances. The interior decor is beautiful, tasteful, and the unit is move in ready for your own furnishings.
Furnished
Granada At Oyster Bay, 1435 Curlew Ave #1, Naples, Florida 34102, image 1
$2,850 $250
  • 2 Beds
  • 2 Baths
  • 975 SqFt
  • $2.92/SqFt
Mid-Tier
Condo for rent in Granada At Oyster Bay
1435 Curlew Ave #1, Naples, FL 34102
Coastal living awaits you! Beautifully remodeled top-to-bottom fully furnished 2/2 condo, in the heart of naples! Prime location adjacent the marina, next to tin city, bayfront, and 5th avenue dining/shopping just a mile away! Soak in the sunshine at nearby white sand beaches and enjoy breathtaking sunsets year round! Boating and fishing enthusiasts, this one has direct gulf access! Luxe finishes throughout, open style floorplan, spacious kitchen with all high-end appliances, modern bathrooms, coastal decor, sliding door leads to private enclosed patio, in-unit washer/dryer, two assigned parking spaces, storage shed. Longterm rental, available february, march, april 2026 and also longterm. Boat slip negotiable. Life's good near the beach, come see for yourself!
Furnished, Negotiable, Partially, Unfurnished
Granada At Oyster Bay, 1435 Curlew Ave #3, Naples, Florida 34102, image 1
$3,100
  • 2 Beds
  • 2 Baths
  • 975 SqFt
  • $3.18/SqFt
Mid-Tier
Condo for rent in Granada At Oyster Bay
1435 Curlew Ave #3, Naples, FL 34102
This exquisite coastal gem is ideally situated on a peaceful, prime waterfront location! Newly remodeled to perfection, this modern 2/2 condo boasts an open floorplan, spacious kitchen with all new appliances, and designer finishes throughout. Just a mile from downtown 5th ave. Shopping and fine dining in the heart of naples. Nearby beautiful sunny beaches. Stroll or bike to the adjacent harbor, bayfront restaurants, tin city. Direct gulf access by boat. Relax on your oversized open lanai patio and enjoy breathtaking sunsets year-round or fish off your private dock. Beach enthusiasts will revel in the quintessential southwest florida lifestyle and enjoy plentiful sunshine in your slice of paradise.
Turnkey
Escondido Marina At Oyster Bay, 1400 Blue Point Ave #208, Naples, Florida 34102, image 1
$6,000
  • 2 Beds
  • 21/2 Baths
  • 1,875 SqFt
  • $3.20/SqFt
Entry-Level
Condo for rent in Escondido Marina At Oyster Bay
1400 Blue Point Ave #208, Naples, FL 34102
Escape to paradise at escondido marina condos in naples, fl—your perfect seasonal retreat just minutes from pristine beaches, world-class dining, and the charm of 5th avenue and 3rd street south. This beautifully furnished condo offers a bright, spacious layout with a fully equipped kitchen, inviting living spaces, and a private lanai overlooking the canal. The community features a heated pool and easy access to the gulf, creating an ideal blend of relaxation and coastal convenience. This condo is a perfect getaway for boaters that want to enjoy the gulf while enjoying their stay during season. Enjoy the best of southwest florida living in this serene, well-located waterfront community.
Negotiable
Oyster Bay, 1360 Chesapeake Ave, Naples, Florida 34102, image 1
$4,500
  • 2 Beds
  • 2 Baths
  • 1,200 SqFt
  • $3.75/SqFt
Premium
Condo for rent in Oyster Bay
1360 Chesapeake Ave, Naples, FL 34102
This unit faces the canal with lovely water views. Dock space is available for an additional charge. Stunning views, two-level unit facing the canal with two separate sitting areas on the second floor. One faces the canal and the other faces west towards naples bay. Kitchen and great room are on the first floor that lead out to the private outdoor sitting and dining area, that also faces the canal. Upstairs are two bedrooms. The location is perfect for kayaking, canoeing, fishing off the dock, or just enjoying the stunning sunsets. Also, there is a common area with seating, a fire pit, and a grill. The location is just a short drive to 5th avenue south, the naples pier, and pristine, white sandy beaches. It is also a quick walk over the tin city bridge to all that 5th avenue south and third street south, have to offer.
Furnished
Sea Eagle Club At Oyster Bay, 1666 Osprey Ave #203, Naples, Florida 34102, image 1
$7,000
  • 2 Beds
  • 2 Baths
  • 1,200 SqFt
  • $5.83/SqFt
Mid-Tier
Condo for rent in Sea Eagle Club At Oyster Bay
1666 Osprey Ave #203, Naples, FL 34102
Professionally designed with uncompromising quality, this two bedroom two bath condominium is available for off seasonal rental from may 2026 until november 15, 2026 at $3750 per month. January thru april 2027 at $7000 a month. The soothing color palette is reminiscent of the sandy beaches and the sea. Lots of natural light fills the open space. Kitchen features european high gloss cabinets, corian surfaces and lighted cabinets add to the ambiance. Equipped with smart tvs and speakers for sound. Enjoy the water views and sunsets from the expansive lanai. This residence will surpass your expectations and delight your senses. Enjoy the beautifully landscaped grounds and pool overlooking the water. Located just minutes to olde naples and the gulf. Call today and enjoy the south florida lifestyle. Boat slip available.
Furnished
Granada At Oyster Bay, 1395 Curlew Ave #4-3, Naples, Florida 34102, image 1
$7,000 $1K
  • 2 Beds
  • 2 Baths
  • 975 SqFt
  • $7.18/SqFt
Mid-Tier
Condo for rent in Granada At Oyster Bay
1395 Curlew Ave #4-3, Naples, FL 34102
Nestled in a quiet and secluded location, this modern, two-bedroom residence offers an exceptional opportunity for active snowbirds seeking a tranquil retreat central to the vibrant city of naples. Boasting a prime canal-front position, the property provides a perfect view from a screened balcony, ideal for enjoying the serene waterfront ambiance. The condo's location offers convenient access to downtown naples, renowned for its upscale shopping, fine dining, and cultural attractions. The interior features new, modern appliances and contemporary finishes. The layout is designed for comfortable living, providing ample space for relaxation and entertaining. The screened balcony extends the living space outdoors, allowing residents to fully appreciate the picturesque canal setting. This property is ideally suited for those who appreciate an active lifestyle. Its central location provides easy access to various recreational opportunities, including boating, beaches, golf courses, and parks. The hidden setting ensures peace and quiet, while still being within easy reach of naples' many amenities. This canal-front residence offers a unique blend of modern comfort, convenient location, and tranquil waterfront living, making it an ideal vacation home.
Turnkey
Club At Blue Point At Oyster Bay, 1495 Blue Point Ave, Naples, Florida 34102, image 1
$12,000
  • 2 Beds
  • 21/2 Baths
  • 1,529 SqFt
  • $7.85/SqFt
Condo for rent in Club At Blue Point At Oyster Bay
1495 Blue Point Ave, Naples, FL 34102
Gorgeous waterfront condo just a short bike ride from downtown naples, white sandy beaches, and the area’s fine dining and shopping. Located in royal harbor, a sought-after waterfront and boating community, this beautifully updated two-story townhome offers a private tropical setting with a brick-paver patio, firepit, and a waterfront walkway leading to a brand-new boat lift accommodating up to a 28-foot boat, providing easy gulf access. The open floor plan has been tastefully remodeled and is filled with natural light. The upstairs primary suite features a private balcony, while the residence also offers a guest en-suite bedroom and a one-car air-conditioned attached garage. Lush landscaping surrounds the property, creating a sense of privacy and a true tropical retreat. Enjoy relaxing or entertaining on the patio with firepit or in the enclosed screened lanai. Available now!
Turnkey
Curlew Apartments At Oyster Bay, 1351 Curlew Ave #104, Naples, Florida 34102, image 1
$8,500
  • 2 Beds
  • 2 Baths
  • 1,022 SqFt
  • $8.32/SqFt
High-End
Condo for rent in Curlew Apartments At Oyster Bay
1351 Curlew Ave #104, Naples, FL 34102
Experience florida living on the water. This finely furnished 2 bedroom, 2 bath, end unit awaits you, offering a private deck and boat dock overlooking your canal and a front row seat of amazing naples sunsets, over naples bay. Located in a quaint, condominium complex in a highly desirable community, the shops and dining of 5th avenue of naples are within a comfortable walking distance. Although the community pool is salt water infused, the sugary beaches of the gulf of mexico are within biking distance away. While you may want to try many of the diverse culinary eateries naples has to offer, this cozy unit offers a kitchen full of the necessities to create a home cooked meal, as well as an outdoor gas grill to sear some local fresh fish.
Furnished
Oyster Bay, 1100 Sandpiper St, Naples, Florida 34102, image 1
$30,000 $20K
  • 5 Beds
  • 52/2 Baths
  • 3,600 SqFt
  • $8.33/SqFt
Premium
House for rent in Oyster Bay
1100 Sandpiper St, Naples, FL 34102
Brand new 2025 home! Bring all offers stoff cooney modern masterpiece: a trophy of timeless elegance located just one mile from naples’ renowned 5th avenue and 1.8 miles from pristine gulf beaches, this architectural marvel boosting sophisticated luxury by star designer tina twigger sets a new standard for luxury living. With nearly 200 feet of direct oyster bay frontage, the property offers an unrivaled waterfront lifestyle, complete with the opportunity to build multiple docks and a nearly 60 ft existing dock, making it a dream for boating enthusiasts. Spanning almost 4, 000 sq. Ft. Of interior space and over 7, 000 sq. Ft. Of total living area, the home features five spacious bedrooms, five full baths, two half baths, and an ergonomic office. At its heart, a 2, 500 sq. Ft. Wrap-around sun terrace seamlessly blends indoor and outdoor living spaces, showcasing breathtaking panoramic water views. Nicknamed the “modern taj mahal, ” this residence stands as a first-of-its-kind masterpiece, celebrated for its exceptional design and meticulous craftsmanship. Boasting over 7, 500 sq. Ft. Of marble finishes—including more than 40 full-size slabs—the home is a testament to timeless elegance. The striking glass-box architecture, with floor-to-ceiling sliders and expansive windows, floods every room with natural light. Built with durability and resilience in mind, the property features concrete duroc walls, water-resistant custom cabinetry, and commercial-grade heavy-duty flood panels, which provide an additional 4 feet of storm protection. This cutting-edge construction has kept the home safe and dry during recent hurricanes, offering unmatched peace of mind. •sustainable living: a high-power solar roof and tesla powerwalls deliver self-sufficient energy, drastically lowering electricity costs while serving as an instant backup generator during outages. •sophisticated ambiance: the residence features a 30+ speaker high-fidelity sound system, three indoor fireplaces, and an oversized outdoor fireplace that beautifully frames the 12x14 hot tub, creating a luxurious and welcoming atmosphere. •the custom light fixtures for the home from multiple famous design houses serve as jewelry throughout outdoor oasis: the meticulously landscaped grounds include three poolside fire bowls, six water features, and over 25 rare exotic palms illuminated by more than 100 warm landscape lights, creating a private tropical retreat. A timeless lifestyle situated in a prime location near naples’ vibrant downtown and stunning beaches, this stoff cooney creation blends convenience, elegance, and innovation. With its seamless integration of indoor and outdoor living, meticulous design, and thoughtful resilience, the home offers more than just a place to live it provides an extraordinary lifestyle.

Similar Communities & Listings

Results 0 of 0
No Listings Found
We couldn't find any listings in your search area. Try changing your location

Subdivision Amenities

Bike Storage
Car Wash Area
Common Laundry
Community Boat Dock
Community Boat Slip
Community Gulf Boat Access
Fish Cleaning Station
Fishing Pier
Internet Access
Pool
Sidewalk
Storage
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike Storage
Common Laundry
Community Boat Dock
None
Pool
See Remarks
Storage

Nearby Subdivisions

Schools

Scores

Walk Score®
Car-Dependent. Most errands require a car.
33

100
Transit Score®
Minimal Transit. It is possible to get on a bus.
0

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
41

100
Sound Score®
Bearable noise.
79

100

Oyster Bay Communities in Naples, FL

Naples
Premium
Premium Homes & Condos

Related Searches in Naples, FL

Map
Filters
HomeSearchHome ValueProfile