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Florida Snowbird Vacation Rentals

(3322 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.

Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Cape Coral Beach & 13 Miles to Ft. Myers

Key Amenities

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

About this property

Welcome to your perfect sunny getaway in Florida! Our beautiful vacation rental is a newly renovated 4-unit complex, offering a luxurious and comfortable retreat for your next vacation. With the capacity to sleep from 2 to 24 guests, this complex is an ideal choice for large family gatherings, reunions,...

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Featured review

"Amazing Place For Extended Family Vacation!"

What an amazing and beautiful place for a large group or extended family vacation! We rented all 4 units and there was plenty of room for us all. The units were each unique and packed with plenty of space...

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$125
avg per night
Satellite Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ocean Front Corner Unit With Panoramic Views! Satellite Beach Florida. THIS IS A REMODELED CORNER UNIT RIGHT ON THE BEACH WITH FANTASTIC PANORAMA VIEWS OF THE BEACH AND OCEAN!Welcome to the Paradise Beach Club on the Atlantic Ocean! The beautiful, newly renovated and well-maintained building is...

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$344
avg per night
Fort Walton Beach Condo
Sleeps 9, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Beach Lover’s Paradise – Ground Floor, Steps to the Sand, Park at Your Door! Welcome to your perfect coastal escape on beautiful Okaloosa Island—just minutes from Destin! This ground-floor 2-bedroom, 2-bath beachfront condo offers unbeatable convenience, comfort, and incredible views—with...

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Featured review

"First winter Getaway"

We escaped the cold Ohio weather and spent 28 days at the condo.It was absolutely beautiful!The condo was so nice ,the views amazing and just steps the beach!We will definitely be back!

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$350
avg per night
Destin House
Sleeps 6, 6 bedrooms, 4.5 bathrooms

Distance to beach: 455 feet to DUNES OF DESTIN

Key Amenities

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

About this property

6 Bedroom, 4.5 bath, private pool, beach access home which sleeps up to 16 people. House is the dunes of Destin sub division. Three story house which has over 4500 sq. feet of interior space. Each story has a balcony with a view of the gulf of Mexico. There is a private beach access boardwalk approx....

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$952
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Bay View Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton and the coveted Palma Sola Bay Club on the east side of Palma Sola Bay! Experience breathtaking panoramic bay views with amazing sunsets from the privacy of your own unit and walk the grounds to live, swim, or...

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$135
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 250 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...

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Featured review

"Excellent location"

Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.

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$143
avg per night
Special Offer
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 7 guests | 3 bedrooms | 2 bathrooms LOCATION: 1520 SW 29th Terrace Cape Coral, FL, 33914, US LICENCE NO: RR-001792-2026 BUILT IN: 2004 LAST RENOVATED: 2025 (full-fence for the entire property for privacy) MAIN FEATURES: Pool (electronically heated) Seperate Office...

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Featured review

"Perfect single family vacation home!"

This house is so clean, warm and welcoming! We so enjoyed having our early morning coffee on the lanai next to the pool. Such a tranquil setting to start our day! The home provided us with all the amenities...

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$80
avg per night
Clearwater Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

A one of a kind Luxury Oasis in the heart of Clearwater!Pamper yourself in this spacious and spectacular unit, professionally curated with modern design décor and finishes. Relax and reset by the resort style pool situated in the gated communities multi-million dollar club house. Enjoy all...

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Featured review

"Beautiful!!"

Beautiful place , host Fabio was amazing, everything you would want in a memorable family vacation, grounds and amenities are very well keep. The only issue I had was that It wasn’t long enough. I will...

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$154
avg per night
Deerfield Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Families' Top Highlights: Amazing Saltwater Heated Pool: Perfect for year-round fun and relaxation!Quick Beach Access: Just a 5-7 minute drive to two of South Florida's best beaches.Two King Bedroom Suites: Comfortable sleeping for adults (total of 4 Bedrooms/2 Full Baths, sleeps up...

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Featured review

"Ladies Trip Home Away From Home"

My girlfriends and I spent a lovely weekend here for a ladies getaway. It felt like home with every accommodation you would need stocked and ready. So clean and spacious and beautiful!! I’ve never stayed...

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$574
avg per night
Sarasota Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 24 miles to Lido Key Beach

Key Amenities

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

About this property

A Horse‑Owner’s Dream Rental — Space, Privacy & Everything You Need for Happy, Healthy HorsesWelcome to 3717 Downer Ave, a rare Sarasota rental that truly caters to equestrians. Set on more than 5 peaceful acres in the Old Myakka area, this property offers the ideal environment for...

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$151
avg per night
Ormond Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 200 feet to Atlantic Ocean

Key Amenities

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

About this property

Ormond Beach House - 3 Bedrooms, 2 Bathrooms NO EXTRA FEE'S FOR BOOKING UNLIKE VRBO/AIRB&B ! Ormond Beach, Daytona's neighbor on A1A. This turn key 3 bedroom (Master w/king, Twin beds in one room and Queen in the other), 2 bath Beach side house is located in a nice, quite neighborhood...

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Featured review

"THE BEST RENTAL EVER!"

This was our second time renting the home and just like our visit before, EVERYTHING was perfect! The owner and agent are so easy to deal with and the way that the property is kept up reflects the integrity...

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$200
avg per night
Pompano Beach Apartment
Sleeps 3, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

A peaceful and centrally-located place. Stunning 1-bedroom, 1-bathroom unit in Pompano Beach . Featuring impact windows, an open kitchen, and a spacious bedroom with a walk-in closet, this unit offers both comfort & convenience. Amenities include a pool, BBQ area, wifi/internet & basic cable....

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$160
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 yards to Vanderbilt Beach/Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your perfect coastal getaway at $15,000/month in season! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the Florida lifestyle. Located on the quiet north end of Vanderbilt...

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$242
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Remodeled Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully remodeled waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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Featured review

"Incredible stay!! 10 stars out of 5."

Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure...

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$158
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
3 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

"Perfect"

This was our second stay at Mikado, and we love it. Great location, close to everything. Has a wonderful pool and spa. Everything was fabulous!

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$141
avg per night
Key West House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Down a very quite lane the house has one off street parking spot. If you are familiar with Key West you understand what a treat it is to have off street Parkin !Enter from gate through lush and colorful walk to front door of main house . Walking over the front porch is the typical Key West style outside...

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Featured review

"A hidden gem in Key West!"

We loved our stay at Hidden Cottage! Located on a perfect bike loop with bike-lane to Duval (one way on Southard to Duval and one way on Fleming home)! Also very close to the boat docks. Hidden Cottage...

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$321
avg per night
Key West Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 528 yards to Fort Zachary Taylor Historic State Park Beach .3 M

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Casa Del Sol ℠— your luxurious and elegantly appointed 2-bedroom, 2.5-bath island townhome with private carport, nestled within the 45 lushly landscaped acres of the prestigious Truman Annex in the heart of Old Town Key West.Designed for relaxing extended stays, Casa Del Sol℠...

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$393
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the...

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Featured review

"Key West paradise"

Beautiful home on a quiet street and close to everything. No need for a car. You can walk or ride bikes to anywhere on the island. Outdoor area is just right for a group of six. Totally enjoyed the...

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$250
avg per night
New
Destin Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool

About this property

Welcome to Sandpiper Cove 4205, a beautifully styled bohemian inspired one bedroom, one bath condo overlooking the peaceful canal in the heart of Destin. Located on the second floor within the gated Sandpiper Cove resort, this relaxing waterfront retreat offers the perfect blend of coastal charm, comfort,...

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$167
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house...

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Featured review

"The BEST spot in the Keys."

This rental is the best, starting with a great location, the homey feel, amazing hosts, and everything in between. The house is comfortable and has everything you need when travelling. Our daughter loved...

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$480
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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$338
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great Location and Spacious Condo"

We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...

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$386
avg per night
Special Offer
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 3004 SW 41st Ter Cape Coral, FL, 33914, US LICENCE NO: RR-001810-2026 BUILT IN: 2023 MAIN FEATURES: Pool (gas heated) Spa (gas heated) Kids friendly pool area Gulf access (73min) + boat lift Tiki-hut at boat...

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Featured review

"Wonderful pool, hot tub, quiet location"

This was an incredible stay. 10 days in May with superb facilities, amenities. This home is newly built with wonderful showers, baths, soft flooring on your feet, durable and comfy furniture and beds....

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$291
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6.The master king suite includes two nightstands, dresser, TV and your own walk-in closet as well as sliding glass door access to the patio and pool area....

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Featured review

"We really enjoyed our stay!"

This is a beautiful home that provides everything you need for a wonderful vacation. Our favorite way to spend time was enjoying the outside area and pool. Very quiet and relaxing -- just what we were wanting....

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$250
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newly remodeled and furnished on ground floor approximately 25 steps from pool and 66 steps to beach and ocean. Main bedroom has king bed with twin beds in guest bedroom; queen pullout couch in living room. Beautiful sunrise and sunset from patio while having coffee or cocktails. Excellent surf fishing...

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Featured review

"Wonderful Condo with perfection location"

Just returned from Florida. We truly enjoyed the condo and the location. Great owner that really cares about her guests. And when they say 11 steps on the pool its true. Location was amazing as small...

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$298
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy morning and evening walks and shelling on Ft Myers Beach. Corner unit of Estero Beach Club on second floor with easy access to beach and pool; no need to use elevator. Awaken to sun and relax with sunset on screened lanai 100 yards from ocean. Heated pool and hot tub facing beach below unit....

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$285
avg per night
Special Offer
Cape San Blas House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
28 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

McCosh - Cape San Blas, FL Gulf Front, 3 bedroom, 2 full baths and 2 half bath , Sleeps 8 Location: North Cape San Blas / St Joseph Peninsula Distance to Beach: Gulf front home with private 75ft boardwalk to beach Rents: Saturday – Saturday Elevator: No Pet Friendly: Yes Pool: Community,...

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Featured review

"McCosh"

We are so happy we decided to book with Teresa’s beach homes again. This is our 3rd stay in McCosh, one of our favorite homes! Love that it is right on the beach with great porch views. Working with Teresa’s...

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$523
avg per night
Key West House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discerning travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos...

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Featured review

"Perfect stay"

Our family of 5 visited Dos Casas and had an absolutely wonderful stay! We were warmly welcomed and informed about the property-they were very attentive to details. The compound is beautifully maintained...

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$653
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Crescent Beach on Siesta Key

Key Amenities

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

About this property

This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling...

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Featured review

"Easy and FUN Vacation"

The booking and check in process was easy. In addition , we appreciated how fully stocked and clean the condo was. Getting around the island was simple (walking and riding the tram). Best of all, the beach...

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$132
avg per night
Panama City Beach Cottage
Sleeps 9, 4 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Monthly, Weekly or Nightly Rates available. Call for Specials!Welcome to Panama City's Best Beach Cottage! Right Across the Street from the Beach and Beach Access #83Step Back in Time with this Wonderful Cottage... , this Beautiful Cottage is a One of a Kind. Recently updated with Love!...

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Featured review

"Awesome Vacation experience"

We recently stayed in this vacation rental when our adult children and grandchildren came for our 50th Wedding Anniversary. The home was clean and comfortable and was stocked with everything that we might...

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$196
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 feet to Bonita Beach

Key Amenities

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

About this property

Embrace the beach lifestyle to the fullest with this exceptional opportunity! Ascend to the second floor and discover this beautifully appointed 2-bedroom, 2-bathroom direct beachfront condominium. From the tiled, screened lanai, take in the views of the pool and the breathtaking Gulf, where you can enjoy...

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Featured review

"We’re Gonna Come Back️"

This years winter for us came in like a lamb but went out like a lion in February. That’s when I knew we had to get out of town and head south to Bonita Springs. We booked a condo and stayed at Casa Bonita...

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$203
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at I do rent 8 condos at the Sandcastles in Cocoa Beach so if this one will not work for you please let me know and I will do my best to help you.Condo, 2 Bedrooms, 2 Baths,...

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Featured review

"Great location"

Very nice condo with balcony looking directly out on the ocean Excellent place to watch rocket launches Complex has direct beach access Condo is well stocked with kitchen accessories and there are beach...

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$313
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This property is available This delightful apartment in Naples, Florida, offers a charming retreat with all the comforts of home. Boasting two bedrooms and two bathrooms, this coastal retreat provides a serene living space.The first bedroom features a queen-sized bed, a walk-in closet, two nightstands,...

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$50
avg per night
Pensacola Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
32 reviews

Key Amenities

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

About this property

Beachsideperfect backdrop for your coastal getaway.Local Attractions and Activities:Explore the vibrant Pensacola Beach Boardwalk, just two miles from the condo, where you'll find a variety of dining options, shops, and boutiques to discover. Pensacola Beach is renowned for its family-friendly...

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$311
avg per night
Bradenton House
Sleeps 12, 5 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Bradenton Beach – about 25 minutes away

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bradenton 5BR/2BA HEATED POOL & Mini Putt Welcome to your Bradenton retreat, a beautifully updated 5-bedroom, 2-bathroom home designed for fun, relaxation, and comfort. Perfect for families and groups, this spacious getaway features a private pool, a mini putting green, and all the modern amenities...

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$199
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Twin Palms Resort Unit 1005 is located in the heart of Panama City Beach, Florida. It is a two bedroom and two bathroom unit. The condo has been completely remodeled through out. It has new paint, new furniture, and new bedding. The living room area is complete with a sleeper sofa, additional sofa,...

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$219
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$82
avg per night
New Smyrna Beach Bungalow
Sleeps 6, 3 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 4 miles to New Smyrna Beach

Key Amenities

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

About this property

This historic train house is unlike anything else in the world. The 2 trains are joined by a manmade middle section that has the hallway and bathrooms in it. One train has the 3 bedrooms and the other has the Family Room, Dining area and Kitchen. These trains have been completely restored from being...

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Featured review

"Nice stay"

Great place to spend a few weeks. Close to Flagler and Canal streets. Easy bike ride to the beach. We would stay again

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$201
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$308
avg per night
Sunny Isles Beach Apartment
Sleeps 5, 3 bedrooms, 2.5 bathrooms
50 reviews

Key Amenities

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

About this property

Gorgeous paradise 1,800 sq. ft with breath taking views. Discover 3 bedroom, 2.5 bath, 2 parking spots, office desk in each bedroom, resort amenities & prime location to elevate your next Miami vacation. Leather reclining sofa, glass top 60" round dining table and leather chairs, restoration...

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Featured review

"Amazing Stay as usually"

This is the Third year i stayed in this apartment. So confortable, the view of the Beach in the 32th floor is overwelming, full of amenities. Pool is also great and everyone of the staff workers as well....

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$350
avg per night
New
Key Largo House
Sleeps 10, 0 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your private slice of paradise in Key Largo. Nestled in a quiet, well-protected canal-front neighborhood, this beautiful four-bedroom home offers the perfect escape for those seeking comfort, space, and the laid-back charm of the Florida Keys. Designed to accommodate up to 10 guests, the home...

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$400
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beautiful two bedroom/2 bath condo with sunrise view in the front and Sunset view in the back. Directly on the beach with pool. Walk across the street for breakfast lunch or dinner. Shops are across the street with access to the Jolly trolley which takes you right into Clearwater Beach. Located on Sand...

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Featured review

"Location! Location! Location!"

We were super impressed by the location of this unit. Checked all of our boxes. Great hosts, who were readily available. We had everything we needed. Home was well equipped, with nice furnishings. Could...

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$149
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 1909 SW 46th Ter Cape Coral, FL, 33914, US LICENCE NO: tba BUILT IN: 2004 LAST RENOVATED: 2025 (water system, floor in master) MAIN FEATURES: Pet friendly Large, fenced garden Pool (electronically heated) ...

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$101
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR SEASON 2027 Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness center, fishing pier, playgrounds and...

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Featured review

"Fantastic Long-Term Winter Stay!"

We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...

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$100
avg per night
Naples Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to your slice of paradise! This bright and beautifully maintained 2-bedroom, 2-bath retreat offers the perfect blend of comfort, style, and location. Enjoy morning coffee or evening cocktails by the private pool with a nature view, then head out to explore- you’re just minutes from Naples’...

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Featured review

"Wonderful vacation rental"

Perfect stay! Would book over and over again! My family enjoyed the house and the location is great!!! The owner is very helpful and accommodating. We will be back!

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$140
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

This home is ideally located in the South Venice neighborhood just a 3 minute walk to Shamrock Park and the Inland Waterway and a short drive to several beaches.If you are looking for a great pool this is the place. The house features a heated saltwater 15x30ft pool with a swim up bench. This pool...

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Featured review

"Beautiful, family-friendly house with a perfect pool"

We loved everything about our stay. Ryan is super friendly and helped us immediately with every question. The pool is wonderful and the entire house is very nice. Fully equipped kitchen, lot of (pool) toys....

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$179
avg per night
Last Minute Deal
Miramar Beach House
Sleeps 15, 4 bedrooms, 3 bathrooms
21 reviews

Key Amenities

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

About this property

Get June 27th to July 4th for $2,250 TOTAL w/code Summer2026! Pay 50% at booking, 50% at check-in!Emma's Estate is now accepting Bitcoin! Email, text, or call Sean for rates and details.The Property Living Room: 85" QLED TV, 2 Queen Sleeper Sofas, Twin Sleeper Sofa Master Bedroom:...

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Featured review

"Wonderful time at Miramar Beach"

Just wanted to let you know that we thoroughly enjoyed our visit to Miramar Beach the week of July 19. We were there with our family and enjoyed the entire week in your property. Your property was very...

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$314
avg per night
Cape San Blas House
Sleeps 14, 4 bedrooms, 4.5 bathrooms
5 reviews

Key Amenities

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

About this property

Inquire with owner for rates and possible discounts! Saturday to Saturday rental Welcome to Sunnyside Up, a beautiful home located on North Cape San Blas in the small, private beachside Seagrass neighborhood. The home boasts many amenities to include a private heated pool, soothing hot tub, fire pit,...

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Featured review

"Best beach house on the Cape"

This was our 3rd year staying at Sunnyside Up and as always it was perfect! The owners truly offer everything for you to have an amazing vacation including a short walk to the beach and all the beach gear...

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$1,117
avg per night
Panama City Beach House
Sleeps 9, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Santa Monica Beach! Private Pool~Gated Beach Access~ Amazing Gulf Views! ~ *Email for Monthly Rates November-March* Private Heated Pool~2 Living Spaces for large families! Gated Beach Access across the Street ~ Pup Friendly ~ Pool heated, upon request, for an additional feeThis AMAZING Beach...

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$748
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful three bedroom condo overlooking the Plantation Golf and Country Club. We are on the thirtieth fairway which overlooks the lake and the golf course. The condo is a two minute walk from the heated pool. We are in a very private section of the Plantation. The cute downtown of Venice and...

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Featured review

"million dollar view"

A nice place great view good location love the beach and park in Venice the owner is every nice and is really helpful and keeps the place up really well. were going back in December

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$93
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.