Meadows Summer Rental
1224 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $1,367/Night
For 7 Nights CA $9,566
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,735/Night
For 7 Nights CA $12,144
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
CA $432/Night
For 7 Nights CA $3,027
1300 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,151/Night
For 7 Nights CA $8,058
1194.79 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
CA $1,266/Night
For 7 Nights CA $8,864
1224 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Pool
CA $1,353/Night
For 7 Nights CA $9,469
624.31 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $529/Night
For 7 Nights CA $3,704
1020 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $408/Night
For 7 Nights CA $2,854
1194.79 ft²
8 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
CA $1,320/Night
For 7 Nights CA $9,243
1200 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,384/Night
For 7 Nights CA $9,689
1194.79 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
CA $1,266/Night
For 7 Nights CA $8,864
1283 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $647/Night
For 7 Nights CA $4,530
Why Choose Rent By Owner for your Meadows Summer Rental?
What makes our Summer Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Meadows Summer Rental
Where are the best neighborhoods to stay in Meadows?
When choosing where to stay in Meadows, Key West, you'll find that this charming neighborhood offers a relaxed atmosphere perfect for enjoying the vibrant local culture. Its convenient location provides easy access to the scenic coastal areas and lively downtown scene, making it an ideal spot for your summer rentals. Staying here ensures a comfortable and authentic experience while exploring the unique surroundings of Florida.
Old Town
Stay in the heart of this vibrant district, where charming historic streets and colorful architecture create an authentic Key West experience. Here, you’ll enjoy easy access to local attractions while soaking in the relaxed island atmosphere.
View 2155+ Rentals in Old TownThe Meadows
This peaceful neighborhood offers a tranquil retreat with lush greenery and spacious properties, perfect for those seeking a quiet getaway. It’s an ideal spot to unwind and explore the natural beauty that surrounds the region.
View 105+ Rentals in The MeadowsWhite Street Gallery District
Discover artistic flair in this creative enclave, where galleries and boutiques line the streets, providing a culturally enriching stay. The area combines local charm with easy access to key attractions on the island.
View 4446+ Rentals in White Street Gallery DistrictBest Times to Visit Meadows
When should you plan your Summer Rental stay?
Choosing the ideal time to vacation here can enhance your experience, as the region offers different advantages during peak and off-peak seasons, making it essential to consider factors like weather and local events when planning your summer rental stay in Meadows, Key West, Florida.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy warm weather and lively festivities that attract visitors to this popular destination for summer rentals. The region experiences peak demand, making it an ideal time to plan your stay.
Average Temperature Daytime: 75°F - Nighttime: 65°F
Spring (March to May)
Spring offers pleasant temperatures and vibrant surroundings, drawing many travelers seeking summer rentals in this sought-after area. Booking early ensures you secure a comfortable spot during the busy season.
Average Temperature Daytime: 77°F - Nighttime: 70°F
Off-Season Highlights
Summer (June to August)
Although summer is technically part of the peak season, early summer months can experience slightly less crowd levels, providing a quieter experience while still enjoying the warm weather.
Average Temperature Daytime: 88°F - Nighttime: 80°F
Fall (September to November)
Fall sees fewer visitors as the temperatures cool down, making it an excellent time to find more relaxed and affordable summer rentals in this popular region.
Average Temperature Daytime: 82°F - Nighttime: 74°F
Weekly Weather Forecast for Meadows
How to Book Your Meadows Summer Rental
What's our booking process?
Our platform allows you to browse a curated selection of summer rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Meadows
Common Summer Rental Amenities
What amenities can you expect?
Our Summer Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 in the warm Florida sun.
- Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
- Benefit from lush landscaped gardens that provide a tranquil outdoor setting.
- Make use of outdoor grilling stations to savor fresh seafood and local cuisine.
- Relax on comfortable loungers while soaking up the sunshine during your stay.
- Access shaded areas or outdoor pavilions for gatherings with family and friends.
- Discover nearby outdoor recreational spaces, ideal for walking, biking, or exploring the stunning surroundings.
Top Attractions Around Meadows
What attractions are nearby?
In this vibrant region, you can enjoy a variety of nearby activities, from relaxing on pristine beaches to exploring lively local shops and dining options, ensuring your stay offers both adventure and leisure in the heart of Key West.
Family Activities
- Beach Day at Smathers Beach: Spend a fun-filled day relaxing and playing on the sandy shores of this popular beach in the area, perfect for families seeking sun and surf.
- Explore the Key West Butterfly & Nature Conservatory: Discover a magical world of butterflies and tropical birds, providing an enchanting experience for all ages in this lively destination.
- Visit the Oldest House Museum & Garden: Step back in time by exploring one of the oldest structures here, offering a fascinating glimpse into the region’s history suited for family adventures.
- Enjoy Water Sports and Kayaking Tours: Engage in safe, guided water activities that allow your family to explore the scenic waters and marine life unique to the region’s coastal environment.
Adult Activities
- Sunset Sailing Tours: Experience the breathtaking sunset views over the waters, perfect for unwinding after a day exploring the region.
- Fishing Excursions: Enjoy a guided fishing trip in the nearby waters, offering both relaxation and excitement for avid anglers.
- Water Sports Activities: Indulge in paddleboarding, kayaking, or jet skiing to make the most of the area's warm climate and clear waters.
- Local Dining Experiences: Savor fresh seafood and regional specialties at the area’s renowned waterfront restaurants for an authentic taste of the destination.
Other Places to Stay in Meadows, FL
The Unitarian Universalist Fellowship of Key West
The Meadows
Meadows Travel Tips
How Can You Make the Most of Your Stay?
- Explore local experiences: Take advantage of the area’s unique outdoor activities and cultural events to fully immerse yourself during your stay.
- Plan for scenic outings: Schedule visits to nearby natural spots early in the day to enjoy the region’s beautiful landscapes with fewer crowds.
- Discover authentic dining: Savor the flavors of the region by trying local restaurants, which offer a taste of the area's culinary heritage.
- Utilize convenient transportation options: Make use of bike rentals or local shuttles to easily access key sites without hassle, maximizing your relaxation time here.
Transportation Options
- Rental Car Services: Renting a car is one of the most flexible transportation options, allowing you to explore the area and its scenic surroundings at your own pace.
- Public Transportation: Local buses provide an economical and convenient way to get around here, connecting key points of interest with ease.
- Bike Rentals: Biking is an eco-friendly choice that offers a close-up view of the region’s natural beauty and local neighborhoods.
- Taxi and Rideshare Services: For quick and comfortable transfers, taxis and rideshare options offer reliable transportation directly to your summer rentals and destinations nearby.
Local Customs Options
- Conch Shelling Engaging in local shelling traditions, including the collection of distinctive conchs, is a common pastime that highlights the area's maritime heritage.
- Festival Celebrations Participating in seasonal festivals and parades showcases the vibrant community spirit and deep-rooted cultural customs in this destination.
- Seafood Cuisine Enjoying fresh seafood, especially dishes featuring local fish and shellfish, reflects the region’s culinary customs rooted in coastal living.
- Respect for Marine Life Observing respectful practices towards marine ecosystems, such as conserving coral reefs and avoiding disturbance to wildlife, aligns with the area's environmental values.
Frequently Asked Questions About Meadows Luxury Rentals
1. What are the top Summer Rentals in Meadows?
There are a lot of options in Meadows. If you plan on staying in the Meadows area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Summer Rentals in Meadows:
- PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!
- Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows
- New Listing! Truman Show - Private, heated pool and chef's kitchen
- Oversized home for the whole family w/private pool & dock
- 3-Story spacious conch style home w/private pool & dock!
- Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
- 4-Bed, 4.5 Bath Condo & Bayfront Suites-non waterfront CLEANING FEE INCLUDED
- Conch style home in Oldtown with private pool AND dock!
- Luxury Waterfront Home with Private Pool and Dock!
- Waterfront 4 Bed, 4-Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED
2. How many Summer Rentals are available in Meadows?
Currently, the total number of properties listed by RBO in 2026 is over 145 in the Meadows area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Meadows.
3. What is the cancellation policy for summer rentals in Meadows, Key West?
Cancellation policies vary depending on the individual property listing. It is best to review the specific terms outlined on the listing or contact the host directly for detailed information regarding cancellations and potential refund conditions.
4. Are there any house rules I should be aware of when booking a summer rental here?
House rules differ by property and are typically provided in the listing details. To ensure a smooth stay, review these guidelines carefully and reach out to the host if you have any questions or special requests.
5. How do I confirm my reservation for a summer rental in this area?
Reservations are usually confirmed once your booking request is accepted and payment is processed through the platform. For additional assistance, you can contact the host directly via the messaging system provided.
6. Is it possible to make special requests or modifications to my booking?
Yes, many hosts accommodate special requests or modifications. It’s recommended to discuss your needs directly with the host before confirming your reservation to ensure they can meet your requirements.
7. What amenities are typically included in summer rentals around here?
Amenities vary by property but often include essentials like Wi-Fi, air conditioning, kitchen facilities, and outdoor spaces. Check each listing for a comprehensive list of features and amenities offered during your stay.
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15 Guests
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Family Friendly
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- Fireplace/Heating
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- Pool
CA $1,210/Night
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1142 ft²
4 Guests
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Ocean View
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- Private Pool
- Oceanfront
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CA $476/Night
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612 ft²
2 Guests
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- Pool
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693 ft²
4 Guests
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1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $675/Night
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1300 ft²
8 Guests
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2 Bathrooms
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Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,148/Night
For 7 Nights CA $8,034
