- Private Pool
- Oceanfront
- Parking
- Pool
Best Vacation Homes in Monterey
Monterey Pet Friendly Vacation Rentals
Monterey Large Vacation Homes
Why Choose Rent By Owner for your Monterey Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Monterey Vacation Rentals
Where are the best neighborhoods to stay in Monterey?
When planning your stay in Monterey, Naples, Florida, choosing the right neighborhood can greatly enhance your vacation experience. Whether you prefer a tranquil setting close to pristine beaches or a lively community with convenient amenities, each area offers its own unique appeal. Exploring neighborhoods in this charming part of Southwest Florida ensures you'll find a location that perfectly suits your needs, providing easy access to local attractions and the natural beauty that makes Naples so special. With reliable and trustworthy vacation rentals available, you can enjoy a seamless booking process and a comfortable home base for your Florida getaway.
Calusa Bay North
Nestled within the scenic surroundings of Naples, this neighborhood offers a peaceful retreat with close proximity to local amenities and natural beauty. Here, you can enjoy a relaxed atmosphere while having easy access to the region's celebrated attractions.
View 3551+ Rentals in Calusa Bay NorthBest Times to Visit Monterey
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the best of this destination's climate and attractions, whether you're seeking a lively summer getaway or a peaceful winter retreat in the area.
Peak Season Highlights
Spring (March to May)
During the spring months, you'll enjoy warm weather and blooming scenery, making it an ideal time for sightseeing and outdoor activities in this coastal region.
Winter Holidays (December to February)
The winter season offers mild temperatures and festive atmosphere, attracting visitors seeking a comfortable escape from colder climates while exploring the area's natural beauty.
Off-Season Highlights
Summer (June to August)
Summer is considered off-peak due to increased humidity and higher prices, but you can still find tranquility and enjoy less crowded vacation rentals during these warmer months.
Early Fall (September to October)
In early fall, the area experiences fewer visitors and milder weather, providing a peaceful setting for your stay while avoiding the busiest times of the year.
Weekly Weather Forecast for Monterey
How to Book Your Monterey Vacation Rental Homes
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor pool to relax and cool off under the sun.
- Take advantage of a spacious patio area for outdoor dining or entertaining guests.
- Benefit from lush landscaped gardens that enhance your outdoor experience.
- Make the most of a fully-equipped outdoor grilling station for barbecues in the sunshine.
- Relax on comfortable outdoor loungers with scenic views of the surrounding area.
- Access a shaded pergola or gazebo perfect for afternoon breaks or evening gatherings.
- Utilize a nearby private beach access or waterfront space to enjoy the region’s coastal beauty.
Top Attractions Around Monterey
What attractions are nearby?
During your stay, you can enjoy a variety of outdoor activities and scenic attractions just moments away in this popular destination along Florida’s Gulf Coast.
Family Activities
- Monterey Bay Aquarium: Discover fascinating marine life exhibits that captivate children and educate the whole family in this renowned oceanic attraction.
- Old Fisherman's Wharf: Stroll along this historic waterfront area, enjoying fresh seafood and lively street entertainment suitable for all ages.
- Dennis the Menace Park: Enjoy outdoor fun at this popular park with playgrounds, splash zones, and picnic areas perfect for a family day out.
- Cannery Row: Explore charming shops and family-friendly eateries set against the scenic coastal backdrop of the region.
Adult Activities
- Golfing at the Area Courses: Test your skills on world-class golf courses that offer stunning views and challenging layouts right here in Naples, Florida.
- Exploring Local Art Galleries: Discover vibrant art scenes by visiting galleries that showcase the region's talented local artists and cultural flair.
- Dining in Fine Restaurants: Indulge in exquisite cuisine at top-rated restaurants, known for their fresh seafood and innovative culinary creations against the backdrop of this destination's scenic beauty.
- Relaxing on Pristine Beaches: Spend your days soaking up the sun on beautiful beaches that make Naples a perfect seaside retreat for adults seeking tranquility and natural splendor.
Monterey Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Dining and Entertainment: Explore the area's renowned restaurants and cultural events to enhance your stay in this vibrant coastal destination.
- Choose a Prime Location: Select vacation rentals close to popular beaches, parks, or attractions to maximize your time exploring here.
- Utilize Outdoor Activities: Take advantage of the region's outdoor offerings like boating, fishing, or nature walks to enjoy the best of here’s natural beauty.
- Engage with Local Guides and Tours: Book guided experiences to gain authentic insights into the region's history and hidden gems during your visit.
Transportation Options
- Rental Car Services: Conveniently explore the region at your own pace with rental car options available nearby, providing flexibility to visit all the scenic spots and hidden gems.
- Public Transit: The local bus system offers an affordable way to get around, connecting key points in this destination without the hassle of parking or driving.
- Taxi and Rideshare Services: Reliable taxis and rideshare options like Uber and Lyft provide quick transportation when you prefer door-to-door service in this area.
- Bicycle Rentals: Enjoy a scenic ride along dedicated bike paths or around local neighborhoods with bike rentals that give you an eco-friendly way to see the sights.
Local Customs Options
- Greeting Customs: Locals here often greet each other with a friendly nod or handshake, reflecting the welcoming spirit of the region.
- Dining Etiquette: When dining out, it’s customary to share local seafood dishes and engage in casual, friendly conversation with fellow diners.
- Beach Behavior: Respect for the environment is highly valued, so keeping beaches clean and adhering to designated swimming and sunbathing areas is expected.
- Festive Celebrations: Participating in community events and festivals is common, showcasing local traditions and fostering a sense of camaraderie among residents and visitors alike.
Frequently Asked Questions About Monterey?
1. What are the top vacation rentals in Monterey?
There are a lot of options in Monterey. If you plan on staying in the Monterey area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Monterey:
- Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
- Summer Specials! Cute Designer Home, Heated Pool, Close to the Beach, FREE Bikes
- Beautiful Naples Home: Private Pool, 4-Minute Drive to Vanderbilt Beach
- Two Master Bedrooms! Less than 1 Mile to the beach with heated pool and spa
- Luxurious Beach Front Condo with Spectacular Views!
- Luxurios beach condo with balcony in every room and private beach access
- Top‘s Naples Park Home, sleeps 6 adults + toddlers, close to beach, near all!
- "My favorite apartment in Naples!"
- 1 Mi to Vanderbilt Beach! Walkable Couple’s Haven
- Walk to Vanderbilt Beach, Heated Resort Pool & Spa, Kids Gear
2. How many vacation rentals have private pools in Monterey?
There are 1085 vacation rentals with private pools near Monterey. Top-rated RBO homes that have access to a swimming pool include:
- Steps to Vanderbilt Beach!
- Beach Life - Less Than 1 Mile To Vanderbilt Beach! - ON THE WATER
- Sorrento Luxury Vacation Home: Expansive 5-Bedroom, 4.5-Bath Retreat with Private Pool, Hot Tub, and Pet-Friendly Accommodations – Just a Short Walk from Stunning Vanderbilt Beach
- Casa del Mare - Beautiful Naples Pool Home
3. Which vacation homes in Monterey are best for families?
If you are looking for a family-friendly vacation home in Monterey, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Monterey:
4. How many Rentbyowner vacation rentals are available in Monterey?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 3477 in the Monterey area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Monterey.




































