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Florida Snowbird Vacation Rentals

(3374 rentals)

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.

Key West House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 600 yards to Simonton Street Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy an unforgettable stay at a one-of-a-kind ship-builder's home in the heart of Old Town Key West. You will be on a quiet lane in the most desirable neighborhood, just a few short blocks from dining, boating, fishing, galleries, theatre and entertainment. Unique features include open air kitchen...

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Featured review

"Excellent experience"

Management was informative and responsive. The home was perfect for our needs. Everything was pristine and well cared for. I would give this rental and the management the highest recommendation.

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$366
avg per night
Fort Myers Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The only opportunity to enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, AC, water heater, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen....

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$183
avg per night
Sanibel Island Townhome
Sleeps 6, 4 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 1000 feet to Sanibel Bay

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Spacious well-equipped property, a five-minute stroll to the Bay. on Sanibel Island's east coast. Lots of room as the property hosts 2 bedrooms & 2 baths on the main floor and 2 bedrooms, and 1 full bath upstairs for visiting family & friends. It is a townhouse with a shared heated swimming...

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Featured review

"Beautiful Sanibel"

This townhouse comes with it all!! We especially loved the bikes that Mary provides and ALL the beach gear she provides as well. The location was perfect and the bay was only about 5 minutes from the house....

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$149
avg per night
Key West Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
2 reviews

Distance to beach: 2 miles to Smathers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Peaceful Paradise in Key West Golf Club – Monthly Stays Welcome**Escape to serenity in this beautifully appointed 2-bedroom townhouse nestled within the gated Key West Golf Club community. Designed for monthly stays of 29 days or more, this home offers the perfect blend of comfort, convenience,...

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Featured review

"Three months in Paradise"

The townhouse and grounds are exactly as pictured and described! Staying on Stock Island was a great experience. Close enough to beaches and downtown Key West and the island itself offers a number of terrific...

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$134
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Fantastic condo in highly sought after location of Lighthouse Bay in the Brooks. Second floor unit is bright and cheery with many windows and a Western view overlooking the pond, fountain and beautiful sunsets from the screened lanai. Amenities include 3 community pools, spa, fitness center, tennis, bocce,...

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$162
avg per night

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Ramrod Key House
Sleeps 8, 4 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open from Aug.6th to April 1st. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 85 ft concrete seawall facing the priceless Atlantic ocean teaming...

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Featured review

"Wow! What a View!"

This 4 bedroom, 2 bath is more than a house, it feels like home! From the fully stocked kitchen to the various board games available, this house will keep you busy. You can also rest here as the nights...

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$267
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right...

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$333
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful 2-bedroom house in Fort Myers, Florida! This cozy and fully furnished home is the perfect destination for a relaxing getaway. The house features a spacious living room, fully-equipped kitchen, and two comfortable bedrooms with queen-sized bed in one and a king-sized bed in the...

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$158
avg per night
Special Offer
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Owners also own three other 2 BR condos (1104E and 1204E and 1804E) in this complex. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons...

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Featured review

"Fantastic Property"

Owner was great very nice to work with. Unit was clean and open…great views. pleasant environment..a lot of great features. indoor parking easy access

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$385
avg per night
Special Offer
Sarasota Condo
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...

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Featured review

"Cozy 2 bedroom"

My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...

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$129
avg per night
Sugarloaf Key House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the...

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Featured review

"Take Your Vacay from 0 to 60 in 2.5 seconds"

SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything...

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$329
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW LISTING! 2 BD/ 2 BA , Sleeps 8, 1440 sqft, Luxury Beachfront Condo, Large BalconyTHIS CONDO IS THOROUGHLY CLEANED WITH ANTI-BACTERIAL CLEANING PRODUCTS THAT KILL 99.9% OF GERMSIF SUDDEN CHANGES ARISE AND THE BEACH IS CLOSED WE WILL ADJUST THE CANCELLATION POLICY.FREE BEACH CHAIR SERVICE...

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Featured review

"Condo Review"

Condo was very nice. We loved everything about it. The master bedroom did not have a shade to block the morning sun, but manager came right away and place temporary shades that worked perfectly. We definitely...

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$335
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2250 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"Beautiful Oceanfront Condo in Great Location"

This is our second year staying at this beautiful, very spacious condo on Daytona Beach Shores. Beautifully appointed rooms with comfortable furniture and amenities in every room. Kitchen is well stocked...

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$375
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

The Honeymoon Beach Cottage is a cozy romantic getaway! Located in the heart of the miracle strip on Panama City Beach, walking distance to many restaurants, shopping and night life. Close to everything, about a mile from Pier Park, but tucked away in a quiet peaceful world of its own. Just a short 45...

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Featured review

"Great beach house in a great location"

David was great, check in and check out was easy. The location is a short drive from everything and a quick walk to the beach. We had a great vacation and will definitely be coming back the next time we...

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$188
avg per night
Special Offer
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Four Freedoms Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This 3-bedroom, 2-bathroom vacation rental offers, 3 50-inch Smart TVs, Free WiFi, a private spacious fenced in backyard with a large heated pool where you can enjoy the sunshine or a comfortable night under the lanai. .Whether you're in town for a fun weekend or a snowbird flying South for the...

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Featured review

"Cape Coral visit"

We enjoyed our stay and have nothing but compliments for the owners Joyce and Marc. The accommodations were nice and adequate. The pool was enjoyable and the temp was perfect. I would recommend this...

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$168
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Please reach out for a quote or if you have any questions, we respond quickly. Welcome to Sol Y Mar! This bright, newly refreshed 3 Bedroom beach house oasis features the perfect mix of modern decor mixed with touches of mid-century inspired furnishings and original terrazzo floors. Guest will love the...

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$210
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 100 feet to Ft Myers Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

REMODELED OVERSIZE CORNER UNIT OPENING FOR RENTALS OCTOBER 1, 2025. SPECIALS FOR 1ST COME 1ST SERVICE FOR OCTOBER, NOVEMBER 2025. Ft. Myers STR Registration Number 19-0158OPEN JANUARY 24 to FEBRUARY 14, 2026Two Bedroom Two Bath Unit DIRECTLY ON THE BEACH.. Master bedroom has king size bed....

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Featured review

"Great condo"

We loved our stay her at this condo. Everything was as advertised. The price was fair. Lots of peace and quiet except for the bridge work. The beach was spacious and not busy like the ones farther north....

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$209
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Anne's Beach State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo sleeps 4 and comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key, Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks. Newly refurnished and refurbished,...

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Featured review

"A great two weeks in beautiful Islamorada."

This two bedroom apartment in the beautiful Bay Harbour condominium was special. The views of the ocean and the apartment complexes marina were exceptional. The apartment was well stocked with all the cooking...

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$360
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 5810 SW 1st Ave Cape Coral, FL, 33914, US LICENCE NO: RR-001702-2026 BUILT IN: 1966 LAST RENOVATED: 2025 (new interior, pool) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access...

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Featured review

"Airbatics BNB LLC Cape Coral Florida"

We had a 5 week stay here. The house was nicely decorated and roomy. The window treatments were very nice and provided privacy. The kitchen had new appliances and all the cooking equipment we needed. The...

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$180
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new owners as of January 2025! Previous ratings for the past 5 years are 5.0 ratings (ask for link) MINIMUM 3 NIGHT STAY! Two parking spots available.Daytona Beach is waiting for you at this 2-bedroom condo. This adorable property features 1 king bed, 2 twin beds, 2 bathrooms with a shower...

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$179
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Delano Wiggins Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

We also have THREE virtually identical units that are EXTREMELY PET FRIENDLY at a neighboring gated community with loads of amenities where we can allow up to TWO PETS ANY SIZE! Please call us at two three nine five nine five nine one six zero.Welcome to your Happy Place that checks all the boxes!...

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Featured review

"Diamond of a location"

We rented this property from May till October. It has a great location and close to everything!! Grocery stores, Walmart, Sam’s Club. Great places to grab breakfast, lunch and dinner. Downtown Naples...

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$109
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...

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Featured review

"February full"

Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!

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$141
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to a fully renovated and all newly furnished 2 bedroom condo at Countryside Golf & CC !! Walking in the front door you will find an abundance of natural light from the south facing lanai and kitchen that backs onto the 4th hole of the golf course and lake just beyond the fairway. The entire...

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Featured review

"Beautiful condo and fantastic hosts"

We loved our stay at Michael and Milena's beautiful, renovated condo located right on the golf course. The condo is fully stocked with everything needed. It's modern, bright and very comfortable. The heated...

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$100
avg per night
Fort Lauderdale House
Sleeps 14, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This paradise is just 5mins to the beach, close to the Golf course, 20mins to airport, 10mins from Las Olas, Whole Foods, Fresh Market, and TraderJoes are just 5mins away! There is a large variety of restaurants and shops that can be found nearby!The patio exudes a refreshing almost healing energy...

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$786
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$165
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...

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$523
avg per night
Hollywood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Spacious 3BR/2BA Home with Pool in Prime Hollywood Lakes Bright single-family home located just two blocks from the Intracoastal Waterway. Features include a Florida room with floor-to-ceiling windows, kitchen with stainless steel appliances and wood cabinetry, separate laundry room, and a resurfaced...

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$235
avg per night
New
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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$216
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Fully furnished and tastefully decorated villa, fully equipped with everything you can ever need at home. 3 spacious bedrooms; 2 with queen beds and the fabulous master with a king sized bed and a dream ensuite bath with a Roman shower, dual sinks, jetted tub, separate enclosed toilet area, and a walk-out...

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Featured review

"Wonderful holidays"

We felt very comfortable in the house. Everything we needed was there. The pool area was beautiful. What I really value is cleanliness. I didn't find any defects; everything was very clean. The location...

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$130
avg per night
New
Key West House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Oceanfront with dock and swimming pool...rare find ifor Key West..gorgeous house with 3 bedrooms 3 baths, laundry room, large open kitchen leading to wraparound deck...paddleboard, kayak, swim and snorkel in the clear friendly sea right off your property..10 min to famous Old Town and its many entertainments...

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$350
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

ground level on 2 story building parking right out front.unit has new kitchen and appliances 2 bedrooms with king beds and a pullout in living room,furniture is only about a year old has 2 pools that have been just renovated along with pickleball courts and small gym in clubhouse.friendly gated community...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with amazing viewsThis brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are not permitted in this...

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$173
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner

About this property

Note: This unit is available May 2026-Dec 2026, and 2027 is available!Experience the ultimate beachfront lifestyle in this beautifully renovated one-bedroom end-unit condo at SeaScape Condominium, located directly on the Gulf of Mexico in Bonita Beach. Enjoy breathtaking sunsets from the enclosed,...

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$190
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This is a rare find and certainly a gem that will surely dazzle you. Located on the top floor multiplex, sits this amazing 3 Bedroom 2 Bathroom condo overlooking both KingFisher lake and the Antilles Clubhouse. You are just minutes from a luxurious retreat featuring a zero entry pool, jacuzzi, fire pit...

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$145
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
8 reviews

Distance to beach: 1 miles to Anna Maria

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Please check rates before inquiring. Thank you!Welcome to Margaritaville’s One Particular Harbour, a gated community brimming with exceptional amenities and nestled along the peaceful Anna Maria Sound. This beautifully designed 3-bedroom, 3-bath Nautica model offers the ideal balance of comfort,...

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Featured review

"Excellent for families"

This was the most well equipped condo we’ve ever stayed in. The owner was very accommodating! The trip over to the island is very short with little traffic despite what we “heard” prior to our visit....

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$342
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. Be one of the first to stay in this cozy, beach house vacation rental in Venice, FL located just ten minutes from the beach. The home has been fully renovated...

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Featured review

"Perfect vacation location"

This home is in the perfect location to visit the beaches or nearby cities. The kitchen was well stocked, as we cooked a lot at home. It is in a very safe and quiet neighborhood. It was a pleasure to hear...

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$79
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

7th floor corner unit with balcony offering wide, sweeping view of the beach and Gulf. Both bedrooms offer clear view of Bay and downtown Sarasota. The unit has been newly updated and professionally decorated complete with tile floors, quartz countertops, high end furnishings and remote blinds. Living...

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$291
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Maple/Collier Beach Access: 2 miles away (6 minute drive)(no parking here)Tigertail Beach Access: 4 miles away (10 minute drive) Winterberry Beach Access: 1.7 miles away (6 minute drive) South Beach Access Point: 2 miles away (8 minute drive)Welcome to Paradise Palms, a stunning 3 bed plus den...

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$316
avg per night
Key West House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 50 yards to One block from fantastic beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of...

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$834
avg per night
Boynton Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Nestled in a quiet residential neighborhood minutes from the beach and Atlantic Ave in Delray - perfect for shopping, dining, and nightlife. This 3 bedroom 2 bath home is the ideal seasonal or vacation spot! It boasts a spacious open living and dining floor plan with a fully stocked kitchen, dedicated...

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Featured review

"Just as described."

Arrival information was sent over one week prior. Upon entry, everything was very clean, organized and just as described. We enjoyed the location, a short drive to many restaurants, and the beach. Outdoor...

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$331
avg per night
Destin Condo
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

The Inn at Crystal Beach is a luxury condominium situated directly on the Gulf of Mexico. This exquisite upscale property offers large, stylishly furnished 2-7 bedroom condominiums boasting fully equipped kitchens, master baths with whirlpool tubs, and breathtaking views from every balcony or patio.The...

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Featured review

"Best vacation every!!"

Angela couldn't have been anymore accommodating for our big family! We came down for our wedding during the hurricane. Angela made sure our air b&b was stocked to thr rim with food incase we were out of...

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$1,456
avg per night
New
Clearwater Beach Townhome
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...

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$650
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$344
avg per night
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Cocoa Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Luxurious Spacious 1800 sq ft 3 BED / 2 BATH w/ "DIRECT" 43' Panoramic Ocean Front Balcony - Sandcastles Unit 611 ...Southeast Fabulous Exposure ... One of the Best Unobstructed Views at SandcastlesAmenities include pool, hot tub and tennis courts.Please contact us for additional...

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Featured review

"9 nites of PURE AWESOMENESS"

Location. Location. Location. ON the beach and close proximity to everything though you don’t really need to leave to have a most excellent beach experience. Sunrises over the water from the lanai are...

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$395
avg per night
Indian Rocks Beach Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 100 yards to Indian rocks beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

******MONTHLY ONLY ***** AVAILABLE Elevated Home, Enjoy a stay at this beautiful Furnished Large 2 bedroom 2 1/2 bath Key West style Townhouse just 2 blocks from the Best Beaches on the west coast and right across from the bay! We have a Pet free and Smoke free coastal beachy townhome waiting...

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Featured review

"Great location, very clean!"

My family and I enjoyed our stay at The Hibiscus so much! We loved the sunsets on Indian Rocks Beach. The location was great. So close to everything.This beautiful house had all the amenities you...

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$160
avg per night
Miramar Beach House
Sleeps 23, 8 bedrooms, 7 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

MEMORIAL DAY WEEK SPECIAL!! $8500 OUT THE DOOR!! $1000 DISCOUNT!! IT WON'T LAST LONG!!HOME HIGHLIGHTS:New Construction ready for Spring 2022 - BRAND NEW HOME!!!Free 6 Seater Golf Cart ($800 value)Private/Heated PoolFirst Floor Master Bedrooms (2)KITCHEN 2 LARGE REFRIGERATORS...

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Featured review

"Nothing but the best."

All that is needed said is two-full refrigerator an ice maker and mini-fridge up stairs. What else need to be said. AWESOME!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Property. Frist Class owner. PERFECT !!!!!!!!!!!!...

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$815
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This is a brand new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an...

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$154
avg per night
Long Key Mobile home
Sleeps 6, 2 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

The Heart of StoneIs a canal and pool front elevated keys home with 2 bedroom and 3 bath with plenty living, lounging and entertaining areas. The home has been recently completely renovated and refinished. The home boulsters an open floor design with 2 balconies (canal/ocean/pool view) in both the...

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Featured review

"Paradise #164 at Outdoor Resorts"

We stayed at this beautiful home, in a perfect location, during the months of March and April 2025. It is a home away from home with all the necessary comforts. It is situated on the canal and steps away...

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$175
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 5322 Mikado Ct Cape Coral, FL, 33904, US LICENCE NO: RR-001684-2026 BUILT IN: 1976 LAST RENOVATED: 2024 (new furniture & painting) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf...

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Featured review

"Holiday trip"

This home is exactly as listed. It had everything we wanted for our two week stay. We spent most of our time sunning by the dock , watching tv on the lanai and soaking in the hot tub. It is walking distance...

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$199
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

This beautiful 1st floor 2 bedroom 2 bath condo in a quiet, gated community is central to all that SW Florida has to offer! Location has it all, just 15 minutes from Ft Myers airport. Find yourself relaxing on the back screened lanai before venturing out to one of many exclusive beaches, golf courses...

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$227
avg per night
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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.