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Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.
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Welcome to Barefoot Retreat, where you will feel as though you are on your own private island! As you drive through the remote, lush tropical island road to access the estate, drive slow as you might be greeted by the quite friendly protected Key Deer, roaming free about the property.As you approach...
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Single Family. Park Model on the lake Livingroom - Kitchen - Dining Room - Bedroom Patio overlooking lake Includes all utilities & WiFi 55 And over Gates Community 2 Swimming Pools, Hot Tob, Tennis, Pickle Ball Courts Horse Shoes, Shuffle Board Community Center Parking for 2 Cars
Distance to beach: 0.3 miles to Private Beach Access and Restaurant - 0.3 miles
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HOLIDAY GETAWAY or SNOWBIRD RETREAT! SPECIAL RATES USING THIS SITE (see rates below)!This gem is a 6-Minute Walk to the Beach, Championship Golf Access & Complimentary Private Beach Club Enjoyment! VENI, VIDI, BEACHI (built in November 2024)...Let your adventure begin!Enjoy this charming...
Featured review
We loved staying at Veni Vidi Beachi. It’s very close to the beach and fun beach club. Some days we stayed all day and ate at the club. It’s also walking distance to some fun restaurants. We rented...
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This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...
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Spacious and bright new 3 bedroom 2 bathroom condo located in a gated community. Heritage Landing offers a resort style pool and hot tub with a Tiki bar and restaurant. There is a 24 hour fitness center complete with an onsite trainer. Indulge yourself at the full service day spa offering massages, nails,...
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Welcome to Villa Bella an updated cozy 3-bedroom 3 bath duplex with a private heated pool in the heart of Key Colony Beach steps away from Sunset Park. The master bedroom suite has a King size bed with attached bathroom. The second bedroom is a Queen size bed, and the third bedroom offers 2 twin beds....
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Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...
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→ MONTHLY STAYS - Message Us for Great, Long Term Snowbird and Travel Nurse Rental Rates Throughout the Fall and Winter Months!Relax in this spacious 1050 sq. ft. beach-themed condo with serene lake views. Comfortably sleeps 4 with a King bed and bunk beds. Enjoy a fully equipped kitchen, high-speed...
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BONITA BEACH CLUB – LUXURY 2BR/2BA END-OF-ISLAND CONDO – FULLY FURNISHED SEASONAL RENTAL Little Hickory Island, Bonita Springs, FL AVAILABLE NOV 2025 – APR 2026 (1-MONTH MINIMUM) 746D Bonita Beach Club – Top-Floor Unit with Wraparound Gulf & Bay ViewsMONTHLY RATE Nov,...
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For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....
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A True Gem at Heritage Landing - Luxurious 2nd Floor Veranda Experience the epitome of Florida living in this stunning 2-bedroom + den, 2-bath veranda, complete with a social membership. This spacious home seamlessly blends elegance with comfort, offering an unparalleled lifestyle in one of the most...
Featured review
A wonderful, beautifully decorated condo at Heritage Landing. We enjoyed all of the amenities and loved our stay!
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Breathtaking views from this 15th floor direct oceanfront condo at The Sherwin! Enjoy waking up to views of the ocean from one of the 2 oceanfront bedrooms with attached baths plus an additional 3rd bedroom with attached bath. Enjoy meals or cocktails on the wrap around balcony that provides direct ocean...
Featured review
My husband and I rented for 2 months in this lovely condo overlooking the ocean with views of the Halifax River from the expansive balcony. The condo went beyond our expectations-so well equipped with everything...
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Stay where the palm trees meet the ocean. The Egret House is a quaint and charming home nestled in the lower Florida Keys. This spectacular home is in the perfect location in the highly desirable side of the island. Cozy 2 bed, 1 bath property with open water access, heated and cooled saltwater pool,...
Featured review
We stayed from middle of June to middle of July this year and can tell you, you will not find a more relaxing vacation spot that this one. Scott was incredible from the first day we connected until we...
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Surfside Club #705 is the ultimate location for your enjoyment of sun, sand and surf. We are located just south of the Dunlawton Bridge in a residential setting. Your vacation begins when you open the door and see the vast Atlantic Ocean. Floor to ceiling windows and sliding glass doors in main...
Featured review
We have been here since Dec 1/25 and here till the end of Jan/26. The unit is neat, clean and very well stocked with all you need. The view from the balcony is absolutely amazing. The owner is easy to communicate...
Distance to beach: 0.7 miles to Olde Naples Beach Access
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MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,550/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $4,890 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included)....
Distance to beach: 2 miles to Sombrero
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Start planning your perfect escape to the Florida Keys! Flamingo Palms Cottage is ideally located on a deep-water canal with 35’ of dockage and easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas,...
Featured review
The home was very comfortable, and clean, it was so nice to look out the windows and see the water. Everything you need for cooking in is provided as far as dishes and pots and pans. Also, the Canopy...
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⭐ TOP LOCATION! 5-Min WALK to Miramar BEACH ⭐ FREE BEACH gear – 6 chairs, tent, umbrella, wagon & toys ⭐ PET-FRIENDLY ⭐ Sparkling POOL for Family Fun & Relaxation ⭐ Fully Equipped KITCHEN with Everything You Need ⭐ Spacious Fenced PATIO/YARD– One of the Largest in...
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This is beachfront luxury at its finest! This 4-bedroom, 3-bathroom Ocean Reef condominium on the 8th floor offers over 1,500 square feet of coastal living space. The fully equipped kitchen features granite countertops and stainless-steel appliances. The living room offers ample, comfortable seating,...
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Escape to Paradise in this beautifully appointed two bedroom, two bath waterfront condo with direct Gulf access! Located in a quiet and well maintained community. This 2nd floor unit offers everything you need for a relaxing and comfortable winter getaway. Enjoy gorgeous canal views from your private...
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Beach Paradise by Beach Retreats Vacation RentalsLongboat Key, FL 3 Bedrooms | 3 Bathrooms | Sleeps 6 | Steps to Beach | Community Pool Views | 30-Night Minimum StayYour Longboat Key Retreat Welcome to Beach Paradise, a spacious 3-bedroom, 3-bath home perfectly situated just steps from the...
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Accommodations: House - 3 Bedrooms - 2 Baths - (Sleeps 6)Beautifully designed private home in North Port, tastefully decorated and furnished, ADT Alarm System, for protection.Our home will make you feel at home the minute you enter through the door. It has everything you need, each bedroom has...
Featured review
this home has been very well maintained and the owners style shows in every room the location is wonderful for relaxing while being close to beaches and great shopping the pool is very well cared...
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Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...
Featured review
This condo at Heritage Pointe has all you need for a comfortable 2 months stay. There is a well equipped kitchen and a comfortable lounge with a large television, a sofa and two reclining chairs. The...
Distance to beach: 4 miles to Siesta Key Beach
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Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.
Featured review
I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...
Distance to beach: 6 miles to Ft. Myers Beach
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Beautiful single family home in always sunny Fort Myers! Conveniently located 5 miles from Fort Myers Beach and Sanibel Island, 25 minutes from Fort Myers airport and within minutes to grocery, pharmacy and Lee health hospital. This beautiful, four bedroom, two bathroom home has its own swimming...
Featured review
We stayed here and loved every minute. We ate breakfast everyday on the covered lanai with beautiful Lakeview. So relaxing. Owners were so responsive to questions. Home is clean with upscale amenities...
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This estate has it all waterfront, large sun-filled pool and seawall dockage for your boat with over 3,800 sf of living space and 13,600 square feet of lush landscaped grounds. This private residence gives you the space and comfort one needs to relax and entertain your guests. The home was recently rented...
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Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...
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Panoramic Ocean Views/All Major Rooms.All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes...
Featured review
Nice property in a great community. Close to the beach, pool, and St.Augustine. Safe and easy to get around.
Distance to beach: 16 miles to Boca grand Beach
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Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...
Featured review
Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...
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LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...
Featured review
Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food
Distance to beach: 9 miles to Manasota Key
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If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...
Featured review
We have recently returned after spending 3 weeks at Gulf Tranquility.This lovely home was very clean and comfortable providing everything we needed to enjoy our holiday. We appreciated the private pool...
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**Saturday check in with Saturday check out required for Summer Season, which is June 4th through August 8th**Prices are subject to change.Fees: Refundable Damage Deposit: $300 Cleaning Fee: $150 Tax Rate: 11.5% Notes: BOOKING REQUIREMENTS & HOUSE RULES:- MINIMUM AGE to book a reservation:...
Featured review
This unit was very nicely decorated; well equipped; had a washer & dryer and great balcony view of the ocean. We enjoyed the heated pool! Beaches are gorgeous but hard to walk on because the sand is so...
Distance to beach: 900 feet to One block to Lowdermilk Beach
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Ready to take in all the amazing sights of Naples?!?! This property is open May 2026!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...
Featured review
From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...
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Mile Marker 75 – BaysideLarge, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating...
Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance
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Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan...
Distance to beach: 15 miles to Englewood / Venice
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Beautiful expansive 4 bedroom home (3500sq. ft) on 4 acres in a very private setting. The back yard backs on to a canal that leads to the Myakka river. The front yard is approximately 500' deep with a large pond. A large lanai and swimming pool with a waterfall feature open up from the living room...
Featured review
Location was convenient and a beautiful, secluded setting for our large family gathering. We enjoyed every aspect of the roomy bedrooms. and bathrooms. The pool area is well equipped, and to have a bath/shower...
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Enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen. Bathrooms are much spacious, showers have...
Distance to beach: 900 feet to gulf of mexico
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You Will Love Our 1300 Sq. Ft. End Unit Overlooking Views Of Back Bay. Five Rooms, 9 Ft. Ceilings, 18'X16' Living Room, Tiled Kitchen, Tiled Bathrooms And Dining Room. 30 Ft. Screened Terrace With Your Own Washer/Dryer. Master Bedroom(King Bed) With Full Bath, Walk-In Closet. Guest Room...
Featured review
We rented in Casa Marina Phi and Marilyn were great host. It very clean and had everything we needed. We loved sitting on balcony in the morning, pool across the street and a 10 minute walk to the beach....
Distance to beach: 5 miles to madeira beach
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You will have everything you need & MORE when you stay here with us! Even though Madeira Beach is just a few minutes away and you are close to SO MUCH to do, you may not want to leave the house! Whether you want to soak up some sun by the pool, chill in the spacious backyard, or snuggle up on the...
Featured review
The rental we chose was based on the occupancy size and a private pool. It suited our needs and was comfortable. Unfortunately cooler temps kept us out of the pool. The house seemed newly renovated. Crisp...
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→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026.Stay in this completely renovated 1-bedroom Penthouse condo at Sunbird Resort. Enjoy breathtaking Gulf views, free seasonal beach chair service, 3 beachfront pools, and direct access to Pineapple Willy’s...
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This is a perfect and affordable condo in Bonita Springs. 2 bedroom 2 full bath, one with shower, one with tub. Quiet neighborhood and close to I-75. Near Imperial Parkway for quick access to Naples or Estero. 1 mile from Bonita Beach Rd. and quick drive to beaches. 1st floor. Carport space plus extra...
Featured review
I am very happy with choosing this for our first winter after retiring. Laura was quick to respond to my inquiry and her upfront flat fee was easy. Laura came over on the same day that we had an issue with...
Distance to beach: 4 miles to Lido Key
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This brand new comfortable apartment is full of light and fully furnished. The living area is sunny and is a great room design with an open kitchen. The bedroom is large and the bathroom is well designed with a walk in tiled shower. The location is sweet! Walkable to restaurants, and one block from...
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This 19th floor Gulfview condo is the perfect relaxing getaway for your vacation. Beautifully and completely renovated, just come and enjoy the beach lifestyle and see the gorgeous sunsets right from the balcony. The condo is light and bright, and the interior walls have been angled to take advantage...
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Enjoy this nicely furnished 2 Bedroom and 2 Bathroom Condo with a balcony/lanai overlooking the pool! It is located within walking distance to the wonderful public golf course "Fort Myers Country Club"... which is so close you can even see from the property.The condo has about 950 square...
Featured review
We were happy to find this condo rental after our Ft Myers Beach home was flooded (again) with 10” of water from Hurricane Milton. It took over 6 weeks to get it repaired. Host, Amanda was very helpful,...
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These condos are located in an oceanfront complex with a heated pool, hot tub and private beach access. Close to shopping and restaurants or stroll down the beach to the famous Cocoa Beach Pier. Condo is equipped with everything you need during your stay including wireless internet and cable tv for your...
Featured review
We were celebrating our 50th anniversary and had a wonderful time. Unit was very clean and Mark provide all the information we needed for easy check-in and check-out. We had no problems and felt very...
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Welcome to Reel Life, a beautiful Cudjoe Gardens Oasis! Located on the ocean side of Cudjoe Key, this home has everything you need to enjoy a true Florida Keys vacation! It features an in-ground heated pool, a large Tiki hut/bar for hanging out by the pool, a wood dock to accommodate your boat, a sandy...
Featured review
I have been going here for years. We enjoy fishing the back country, and it is right on the gulf. It is a great time to get to enjoy family.
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Welcome to Kokomo Palms – Your Island Escape!Discover the perfect slice of paradise at Kokomo Palms, a charming 2-bedroom, 1-bath vacation home nestled in Big Pine Key. Located in a peaceful canal-front neighborhood, this getaway offers everything you need for a relaxing and adventurous stay....
Featured review
We had a great time - the rental was terrific! Best clostet space we've ever encoutered. Clean laundry set. Accomadotions were top shelf all around. Nicely seculed & quiet location. And we saw Key deer...
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Lake Ashton's amenities include a 26,000 square-foot clubhouse and a 30,000 square-foot health and fitness center. The clubhouse features an assortment of amenities that include an exercise center, sauna, dining and lounge facilities, game room, woodworking shop, card room, arts and crafts room,...
Featured review
A lovely home in a Senior Community! Everything was as stated in ad. The use of the golf cart made the stay enjoyable as all the community activities were so close. Joe is very easy to work with & we would...
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See Videos, Specials and choice of 6 properties go to LenFarinaProperties com. Snow Birds recrive 48% discount Dec 12 to March 13, 2026The Phoenix X Resort is the ultimate combination of location and resort amenities. Next door to the World-Famous Flora Bama Bar, Restaurant and Marina is the center...
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Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...
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The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...
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What is the nightly price for a monthly rental in Florida?
Nightly rates for monthly rentals start as low as $57 per night. The total cost depends on the location, property type, and amenities included. Budget-friendly options like condos or inland homes are perfect for those looking to save, while luxury rentals on the beach may have higher nightly rates. Many hosts also offer discounts for stays longer than 14 days or a full month, making these rentals an economical choice for extended vacations.
Can I find rentals suitable for large groups?
Yes, house rentals are an excellent option for large groups. Many properties are designed to comfortably accommodate 9 or more guests, with features like multiple bedrooms, spacious kitchens, and large living areas. Some rentals even include bonus amenities like game rooms, private pools, and outdoor entertainment spaces, making them ideal for family reunions, group vacations, or corporate retreats. Whether you're planning a getaway with friends or hosting a multi-generational family trip, there are plenty of options to suit your needs.
How many properties offer pools?
Over 69% of monthly rentals in Florida feature pools, ranging from private options in luxury homes to shared pools in condo complexes. A pool can be a fantastic perk, especially for families with children or those seeking relaxation after a day exploring Florida's attractions. Heated pools are also common, making them perfect for winter months when temperatures are cooler. Properties with pools often include additional outdoor amenities like lounge chairs, BBQ grills, and covered patios, enhancing your overall experience.
Are there pet-friendly rental options?
Absolutely! Florida has more than 150 pet-friendly monthly rentals, so you don’t have to leave your furry friends behind. Options include cozy cottages with fenced yards, beachfront homes where dogs can run on the sand, and urban apartments near dog parks. Many rentals welcome pets with amenities like pet beds, bowls, and easy-to-clean floors. Some properties even provide information on nearby pet-friendly activities, such as hiking trails, dog-friendly restaurants, and beaches where pets are allowed.
What is the best way to find a monthly rental in a specific city or area?
To locate rentals in your preferred area, use search filters to narrow results by location, amenities, and price. For example, if you’re interested in Naples or Sarasota, simply select the city from the location dropdown menu. You can also use the map feature to pinpoint properties near attractions like beaches, golf courses, or downtown districts. Be sure to click the "Refresh Search" button after applying filters to see the most accurate results.
Are there beachfront monthly rentals available?
Yes, Florida boasts over 134 beachfront monthly rentals, offering unparalleled ocean views and direct beach access. These properties range from luxury villas with private stretches of sand to affordable condos just steps from the shoreline. Beachfront rentals are perfect for those who want to enjoy activities like swimming, sunbathing, and beachcombing without needing to travel far. Plus, waking up to the sound of waves and enjoying breathtaking sunsets from your patio adds an unforgettable touch to your stay.
When is the best time to book a monthly rental in Florida?
The best time to book is typically in January, when availability is highest, especially for snowbirds planning extended stays. Booking early ensures you’ll have access to the best properties, whether you’re looking for a budget-friendly condo or a luxury beachfront home. Florida's peak tourist season runs from December through April, so planning several months in advance can help secure the rental that perfectly fits your needs.
What are the benefits of choosing a monthly rental over other accommodations?
Monthly rentals provide a home-away-from-home experience that hotels or short-term stays often can’t match. You’ll enjoy more space, privacy, and access to amenities like full kitchens, laundry facilities, and outdoor living areas. Renting monthly also allows you to immerse yourself in the local culture and community, with the freedom to explore your surroundings at a leisurely pace. Additionally, many monthly rentals offer special pricing, making them more cost-effective for long-term stays.
Are there discounts for long-term stays?
Yes, many property owners offer significant discounts for stays of 14 days or longer. Monthly rates often include savings compared to nightly pricing, making extended vacations or work assignments more affordable. To find discounts, look for properties with flexible pricing options or contact hosts directly to inquire about promotional offers. Some rentals even include additional perks for long-term guests, such as waived cleaning fees or reduced rates for recurring stays.
What should I know before booking a monthly rental?
Before booking, review the property listing thoroughly to ensure it meets your needs. Pay attention to terms like pet policies, smoking restrictions, and cancellation rules. If the rental is part of a gated community, additional requirements like credit checks or guest registrations may apply. Use secure payment methods like credit cards for added protection, and consider purchasing travel insurance for peace of mind. Finally, reach out to the host with any questions before finalizing your reservation to ensure a smooth experience.
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