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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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Emerald Isle Resort Unit 405 ***This unit comes with FREE Beach Service that includes 2 beach chairs and 1 umbrella March-October!***This unit is under new management so do not let the lack of reviews keep you from booking. We are a local management company here in PCB and are often commended on...
Featured review
We came down to PCB for a Labor Day weekend getaway. This unit is nicely upgraded with a great view of the beach, comfy furniture, a fine kitchen, huge balcony and larger than usual bathrooms. Everything...
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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 South down A1A along the coast to Daytona...
Distance to beach: 0.2 miles to Barefoot Beach Private for our guests
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Relaxing beach lovers paradise in beautiful Indian Shores, FL. Welcome to your home away from home. Our 1st floor unit includes a private patio offers the added perk of observing the parrots that inhabit the area. This large, one bedroom unit has a lovely sun room that offers a queen Murphy bed n for...
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We thoroughly enjoyed our month at Catherine’s condo. It was recently redone and everything was spotless and very tasteful. The kitchen was well appointed and had everything we needed for the nights we...
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Welcome to the Tranquil Turtle within the Windrush Cove community in Indian Rocks Beach. Tranquil Turtle is a beach lover's dream - just a quick 3 minute bike ride or 10 minute walk to the beautiful surf and sunset. With charming updates throughout, this 2 bedroom, 2 bathroom unit boasts a warm,...
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We enjoyed the time we spent on Indian Rocks Beach in March of 2026. The condo was as described and more. There was plenty of space with a large living space and two bedrooms and two baths. It was well...
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Experience the ultimate beach getaway at this stunning corner condo at Tidewater Beach Resort! This 14th-floor retreat offers breathtaking Gulf-front views from a spacious wrap-around balcony. Spend your days sunbathing, relaxing, and soaking in the panoramic scenery.The resort boasts a wealth of...
Featured review
Wonderful, roomy condo with beautiful views of the ocean. Convenient location to restaurants and shopping, including to Pier Park. Great place for families or group of friends to stay.
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Distance to beach: 30 feet to Vanderbilt Beach
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Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo....
Featured review
Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!
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Grandview East Resort is the perfect choice for your next trip to the Emerald Coast with 1559 square feet of luxurious living space! This recently renovated 3 bedroom is located directly on the beach boasting spectacular views of the Gulf of Mexico from the comfort of your living room. Relax and enjoy...
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Please note that we do not allow pets or smoking of any kind.Max occupancy is 8 to include infants per fire code guidelines and HOA; parties exceeding max occupancy will not be issued a refund.We'll be sending you information about House Rules to follow to ensure your stay is seamless!*...
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Sunny two bed, two bath, Kitchen, dining room, balcony and living room with sweeping views of the ocean. Large wall to wall window in master bedroom with views of the ocean and stars. Have breakfast on the balcony, watch turtles come up the beach and take long walks, with no crowds! Washer dryer included...
Featured review
The condo is perfectly located with beach views on one side and inter coastal views on the other. The location on the top floor makes the views even more incredible. The condo is well maintained, equipped...
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Last-minute discount: Labor Day cancellation! August 23-30 available.Dreaming of a 2026 beach getaway?Now Booking 2027 Spring/Summer Stays!Ready to turn your beach dreams into reality?This penthouse condo at Grand Panama Beach Resort is the perfect spot for your next family vacation...
Featured review
The penthouse was beautiful and very spacious. We loved the beach themed decor. Our host was wonderful and very accommodating. She went above and beyond to make our check-in and check-out run smoothly....
Distance to beach: 1 miles to Naples/Pier
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Charming Designer Cottage in Royal Harbor at $5,000/week or $16,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...
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Sunshine state of mind! Introducing the epitome of coastal-beachfront luxury living! Welcome to this exquisite third-floor condo in Tradewinds of Marco Island. This totally renovated condo over seeing the pool and beach, featuring new flooring, kitchen, and bathrooms will have you smiling every day. Imagine...
Featured review
You couldn't ask for a better host. Communication was outstanding. Condo was clean, updated, with everything you would need for your stay. Great views of the gulf and easy access to beach. Truely enjoyed...
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RESERVE NOW! PRICES INCREASE MARCH 1, 2026**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty...
Distance to beach: 0.4 miles to Siesta Key Beach
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Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away from...
Featured review
The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar...
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Enjoy peaceful waterfront living in this comfortable and spacious 2-bedroom, 2-bath waterfront condo located on the south side of Palma Sola Bay—just under 3 miles to Anna Maria Island’s beaches! Relax on your screened lanai and take in tranquil canal views with frequent manatee and bird sightings.The...
Featured review
Thank you to Cheerful Rentals for arranging this beautiful spot for me to stay for the winter in Bradenton Florida. The accommodations was everything that was described plus more! Clean, beautifully decorated,...
Distance to beach: 1 miles to Charlotte Harbor Beach Park
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Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...
Featured review
We enjoyed our time at this beautiful place on the canal! The home has a pool and hot top which were wonderful offerings! The owners were especially nice and accommodating giving our late season booking...
Distance to beach: 2 miles to Bunge Beach
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Discover this like new 2-bedroom home in Fort Myers. This modular home features 1 queen bed and 2 twin bed, perfect for an escape from the winter cold. With resort amenities like the heated swimming pool, pickleball courts , tennis courts bocce ball and horseshoe courts there will be plenty to do within...
Featured review
We enjoyed a month-long stay in this home during January of 2026. The home was comfortable and met our needs with good kitchen appliances and washer/dryer and some beach supplies. The bikes were appreciated...
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Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and...
Featured review
Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and...
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Welcome to Knee Deep in the ~Water~!! ** RECENTLY UPDATED WITH NEW TILE THROUGHOUT ** FREE BEACH SERVICE (Contracted through 2026). ASK US ABOUT PREMIER / RESERVED PARKING! We have a premier, reserved parking space available in the gated private garage DIRECTLY UNDER the building for a fee.The premier...
Featured review
From my initial inquiry, to check-in, to our stay, through to check-out and follow-up....everything about this rental was perfect! We loved the central location, just an easy walk to a variety of restaurants...
Distance to beach: 0.3 miles to Fort Myers Beach
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Location, location, location. The condo is located within the Santa Maria Harbor Resort. The Resort has elevators, a beautiful heated community pool, hot tub, outdoor grilling and boating docks that play host manatees and dolphins. The beach right across the street !!!The spacious two bedroom,...
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New complete remodel for 2024! New pictures coming soon!This is a spacious 4 bedroom & 3 bath beach condo which is located on the third floor of Leeward Key. Rarely do you see a 4 bedroom condo this size in this location. This unit sleeps 12 with 2 king beds, queen bed, three full beds, and a...
Featured review
We rented this condo for 10 weeks as snowbirds. Beautifully decorated, lots of space, kitchen very well stocked. Owner was wonderful to work with. Very accommodating- he had grab bars installed to make...
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This is a 3 bedroom house, large master suite, fully furnished corner lot, golf cart, grill, internet full access to all The Villages has to offer. Conveniently located near shopping, golf, several recreation centers, churches and pools. Quite neighborhood with great neighbors. Has been rented by many...
Featured review
This house has new appliances, well equipped kitchen and a wonderful gas stove! It is in a quiet location near all the recreation activities. We appreciated the kindness and responsiveness of David. We...
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Welcome to paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...
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Welcome to Fort Myers! The condo is conveniently located near shopping and restaurants footsteps away and a short drive to the beaches and river views, and downtown. This updated condo has an open concept with luxurious granite countertops and appliances. The kitchen is fully stocked with all that...
Featured review
We actually stayed here for your months: December 2024 thru March 2025. Nice clean 2 bedroom apartment. King bed in master -very comfortable! Kitchen well equipped. large bathroom. Nice bed linens and...
Distance to beach: 2 miles to Ocean Ridge
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Welcome to the stunning rental, designed for a luxurious South Florida stay. The brand new saltwater heated pool features a sanded, marble deck, lush, tropical landscaping, and in pool table that seats 8, a sun shelf for lounging and an outdoor TV perfect for entertaining or relaxing. Inside you’ll...
Featured review
We are staying for two months. The house is exactly as pictured. It was immaculate when we arrived. The house is well stocked with a fully equipped kitchen and lots of linens. Decorator touches are obvious...
Distance to beach: 200 feet to Sunset Beach
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This is an upper level condo in a 2 story building in Harborside House North on Sunset Beach, Treasure Island , FL 33706.
Featured review
Very easy to work with. Ideally located. Very clean and updated. It was a pleasure working with the owner. I left stuff behind and remind me to obtain my belongings. Great location across from the beach.
Distance to beach: 700 feet to Between Unit 2 and 3
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Best of both worlds. 2 bedroom condo on ole river with deeded beach access and fishing/boat pier. Low density complex with first come first serve boat slips. 2 bedrooms, one with king bed one with queen and a pullout sofa with Tempur-Pedic mattress. Take your pick of spending your day on the beach, at...
Featured review
We had the best stay at this condo. You get the best of both worlds. You can fish the river off the dock or a short walk across the street gets you beach access. The beach isn’t too crowded. Plus a short...
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The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...
Featured review
Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...
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***This property comes with FREE Beach Service that includes 2 beach loungers & umbrella (March-October)!***Location, Location, Location! This beautiful, third floor updated condominium at Grand Panama Resort is perfect for your beach getaway. Grand Panama located in the true heart of Panama City...
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AVAILABLE for Apr27 and winter 2026. Spanish Springs Charm coupled with the best of Orange Blossom Hills neighborhood in this on site built home (not manufactured or mobile). Location, location, location, close to 2 fabulous town squares and 3 country clubs. Pictures reflect new appliances and freshly...
Featured review
We thoroughly enjoyed staying in this location. The house was very clean and comfortable. We were not needing a thing during our two week stay. The owners provided quality amenities and simple instructions...
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Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....
Distance to beach: 0.2 miles to Vanderbilt Beach
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You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...
Featured review
This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...
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NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...
Featured review
Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome....
Distance to beach: 25 yards to You are on the beach
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Beautifully appointed oceanfront condo 1,600 square feet with two bedrooms and a den, two full bathrooms, updated kitchen and living area with a walkout porch directly to the beach. Relaxing view of the ocean from living areas and master bedroom. There is a large dining area with seating for six in addition...
Featured review
The beach front condo has everything you and your family will need. The beach is steps off the back porch. The condo is spacious and well equipped. You will feel at home when you stay here.
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Bitter End Vacation Rental –This Summerland Key beauty is the one you have been looking for. Located on Summerland Key with superb boating and access to deep water. Just the perfect spot to see sunset views and peaceful water vistas. Feel free to bring your pet along too!!The interior is...
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Spacious 43BR, 2BA beach home just a short walk from the sand! Upstairs features 3 bedrooms, 2 baths, kitchen, and living area. Step out to your private rear balcony—a wood deck off the second floor—perfect for relaxing around the glass bead firepit. Downstairs offers a queen bedroom, full...
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Ground Floor. Upgraded 2 bedroom. Master bedroom has a king bed, guest bedroom has two double beds. Both bedrooms have adjoining baths. Tile floors throughout. Fully upgraded, well stocked kitchen, including spices. TV's in each of the bedrooms, and living area. New Leather couch and love seat, both...
Featured review
Place we stayed was very nice. Landlord was easy to talk to if needed. Website description was accurate. Great view of beach.
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Beautiful 2 bd 2 bth 1200sq ft apt right the bay with Gulf views and steps to the beach. We're still recovering from Ian but are open for renters. Important things like the roof, elevator, electrical room, and pool are complete, but currently pool decks, landscaping, etc, are not, You're...
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Welcome to Sapphire Palms on the Canal, a beautifully renovated waterfront villa on Longboat Key designed in crisp whites and calming sapphire blues.Natural light fills the open living space, where sliding glass doors frame peaceful canal views and swaying palms. The interior blends clean coastal...
Featured review
Incredible location just a few minute walk to great restaurants and close to the beach. Not many places on the island as convenient as this one. Thoughtfully decorated and cozy. A month doesn’t seem long...
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WATERFRONT WITH DOCK & LIFT. TURNKEY FURNISHED- SEASONAL / OFF-SEASON RENTALA Waterfront Sanctuary Where Every Sunrise Feels Like a Promise Discover a seasonal escape where luxury meets the romance of true waterfront living. This totally updated coastal haven offers premium sailboat access, placing...
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The Paseo community is a fabulous resort style gated community. This casita townhome featuring two spacious bedrooms and two and half baths in the luxury resort of Paseo in Fort Myers, FL. This townhouse is move in ready, so just bring your swimwear and sunglasses! Look no further as this unit has it...
Featured review
Very comfortable and well maintained home.Jane was a wonderful host and very accommodating. The complex is more like a resort than a gated community. Something to do almost every night.
Distance to beach: 5 miles to Charlotte Harbor
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3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.
Featured review
This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...
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**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is July 19, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers...
Featured review
My husband and I had a wonderful month long stay at this lovely condo. The views were simply stunning from both the balcony that looks out at the Gulf or preparing a meal in the fully stocked kitchen with...
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Live the Olde Naples lifestyle from a rare three-story, turnkey-furnished end-unit villa in Villas Escalante — a boutique enclave of only 16 residences, steps from Fifth Avenue South and a short walk to the beach and the Naples Pier. Approximately 3,576 sq. ft. of light-filled living space offers...
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This patio villa is tucked in quiet area of DeLuna, surrounded by walking paths and trees in Clara Villas. A one-minute walk down the street to walking trails and a nature preserve. There is an abundance of waterfowl in the preserve, and you are only a short golf cart ride from Brownwood Square, Hogeye...
Featured review
We had a blast and the place was clean and well equipped. The golf cart came in handy and ran good. Owners were very easy to work with.
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Welcoming first floor unit with attached garage. Access the garage from inside the condo. Well maintained, updated appliances, all furnishings updated and modern. Stainless steel kitchen. Granite tops throughout all bathrooms and kitchen. Master bedroom with King bed, walkin closet, double sink, newly...
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2 Bedroom Condo w/Bunk room. Just Remodled! Beach Chair Service Included!COVID 19 GUARANTEE* - Book this property with Confidence... We will REFUND 100% of your reservation amount if our beaches are closed in our County (Bay) including Panama City Beach or Laguna Beach affecting the dates of your...
Featured review
The Celadon is our favorite in Panama City Beach, right on the beach. 2 Pools, and a very welcoming atmosphere!
Distance to beach: 12 miles to Boca Grande
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Immerse yourself in the soothing vibe of sunny Florida at this modern and bright 3-bed, 2-bath home. This Port Charlotte vacation rental is the perfect place for your next Gulf Coast getaway, featuring a heated outdoor pool for refreshing swims all year round, a screened lanai with a heater, and an open...
Featured review
We stayed the entire month of April. Beautiful home furnished with everything you need or want! The location is quiet and the pool is fantastic! We had family stay throughout the month and everyone was...
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“Endless Paradise” is truly a Cudjoe Gardens gem! This ground level (no stairs here!) vacation rental home is walk in and relax ready! Located in the highly desired Cudjoe Gardens neighborhood known for its great boating access, ground level prestigious builds, local marina and don’t...
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Great location! Enjoy the best of Marco Island from this beautifully 2-bedroom, 2-bath condo. Just steps from the beach, you’ll have easy access to sun, sand, and stunning sunsets.This bright and comfortable space has everything you need for a relaxing stay, whether you're here for a weekend...
Featured review
The condo was perfectly situated on the island. It was updated and tastefully decorated and was extremely comfortable. The beach was across the street and the pool was steps away from our condo. The owners...
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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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