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Florida Snowbird Vacation Rentals

(3335 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.

St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: SALE 2026 May - Oct $1800/month. 2026 Nov-Dec $2500/month. 2027 Jan - April $4300/month. (Feb & March 2027 are taken) Please inquire with any questions you may have. Ground...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$114
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Siesta Key Family Getaway – Renovated Pool Home w/ Mini Putt & Outdoor Games! Bring the whole family to this beautifully renovated Sarasota pool home, located just 15 minutes from the world-famous Siesta Key Beach! This bright and stylish 3-bedroom, 2-bath retreat comfortably sleeps up to 10...

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$199
avg per night
Bonita Springs Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 4833/4835 Gary Rd Bonita Springs, FL, 34134, US BUILT IN: 1973 LAST RENOVATED: 2025 (full inside renovation + new furniture) MAIN FEATURES: Duplex Villa Pool (electronically heated) Fully stocked beach equipment...

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$119
avg per night
Merritt Island House
Sleeps 9, 4 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Cocoa Beach

Key Amenities

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

About this property

Beautiful Fully Furnished Home for Rent in Merritt Island Welcome to your stunning new home on Merritt Island! This fully remodeled 4-bedroom, 2-bathroom home is the perfect blend of comfort and modern luxury. Step inside to discover a spacious open floor plan with a central island and a dining area,...

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$171
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
28 reviews

Distance to beach: 0.0 miles to Downstairs

Key Amenities

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

About this property

DIRECTLY on the BEACH.....SOAK UP THE RAYS on this GULF FRONT balcony while enjoying privacy on the 6th floor. The views are amazing and you can take in sunsets from the comfort of the couch or balcony. Enjoy convenience to Pier Park, 30A, 30Avenue, Alexandria Bay, Top Golf, Seaside, Pirates Voyage, shopping,...

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Featured review

"Very Nice"

Love this place. Beachfront property with perfect views of the ocean. Very convenient and very nice location. Loved the decor. Comfortable beds. I can’t say enough about the place. Definitely would stay...

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$240
avg per night

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Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

We would like to invite you to stay at our peaceful keys getaway. Enjoy the spacious porch overlooking the pool and canal, this is great for my wife and I to watch our kids while they are swimming and fishing off the sea wall. As you can tell by the pictures you can catch hugh snapper right off the sea...

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$300
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 2546 SW 45th St Cape Coral, FL, 33914, US LICENCE NO: RR-001798-2026 BUILT IN: 1989 LAST RENOVATED: 2023 (outdoor area) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access (47min)...

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Featured review

"Beautiful house on the water"

We spent two weeks with the my family in March. It is the most beautiful house that I ever stayed in. I love the view, the big pool and all the other amenities in the house. As a former lawn specialist...

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$148
avg per night
Last Minute Deal
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
5 reviews

Key Amenities

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

About this property

The Wisteria Cottage is only 4 Doors to the Beach! Steps to the perfect Sugar White Sand Beaches at Access 81. Laguna Beach!- Call for a Great Rate Eight50- Eight 19- 333One2 Bedroom, 1 Bath - Fresh and Clean Inside and Out.One of David and Lisa Sample's Beach Cottages, located in...

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Featured review

"Perfect Beach getaway"

Wonderful beach home with just a short walk to the beach access! Beautifully decorated and all the accommodations needed for a care free vacation.

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$270
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...

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Featured review

"Outstanding rental!"

We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...

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$110
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Lovely, like new single-family house located in Maple Ridge with gorgeous lake views. This beautifully appointed fully furnished 3 bedroom, 2 bath has a fenced yard perfect for your family pet. Open kitchen, stainless steel appliances, beautiful countertop, open dining room and living room area makes...

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$93
avg per night
Bradenton House
Sleeps 10, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bradenton Paradise 4BR/2BA HEATED POOL & Mini Putt Welcome to your Bradenton retreat, a spacious 4-bedroom, 2-bathroom home designed for comfort, fun, and family gatherings. Sleeping up to 10 guests, this beautifully maintained property offers modern amenities and a bright, open layout perfect for...

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$199
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

AVAILABLE – Short-Term Monthly Rental! Fully furnished home in Lakewood National Golf Club at Lakewood Ranch. 2,250+ sq. ft. with 3BR, den, and 2 baths.Spacious primary suite with private lanai, walk-in closet, and luxury bath. Open living areas lead to a covered lanai with preserve views and...

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$197
avg per night
Miami Beach Studio
Sleeps 3, 0 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Cozy and comfortable studio one block from the beach and from the beautiful North Beach Oceanside Park.Fully furnished, it admits up to 3 people. The room has a queen size bed and a full size sofa bed. Full kitchen with induction hob, refrigerator, microwave, coffee maker, toaster, kitchen utensils.Ideal...

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Featured review

"Very nice and pleasant studio"

Very nice and pleasant studio with thoughtful arrangements and little details providing everything you may need in a kitchen including two types of coffee makers and milk steamer.

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$90
avg per night
Cape Coral Villa
Sleeps 9, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 9 guests | 4 bedrooms | 3 bathrooms LOCATION: 1500 NW 27th Pl Cape Coral, FL, 33993, US LICENCE NO: RR-001654-2026 BUILT IN: 2025 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Seperate Officeroom Right next to golf course ...

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$126
avg per night
Miramar Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Paradise Reef is equipped with a Private Pool & Jacuzzi Hot Tub! Sleeps 10 and is Pet Friendly! With a short 5 minute Walk to the Sugar-White sand beaches and the emerald-green water of the Gulf of Mexico enjoy Destin area's Stunning Evening Sunsets.This lovely 4BR, 2BA, 2 Car Garage home...

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Featured review

"Nov 25 thru Feb 28"

Beautiful home. Everything needed. Hot tub was great. Our dog loved the fenced yard. The home is well maintained and in a great location.

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$447
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
10 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

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Featured review

"Everything as described!"

After a long day of travel and delays, arriving here truly felt like coming home. Everything was exactly as described and fully stocked with everything we needed. We did encounter a small issue with the...

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$181
avg per night
St. Petersburg Condo
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

A Beautiful condo located in the Bahia Del Mar section of Isla Del Sol. View a glimpse of the Boca Ciega Bay from the balcony, where palm trees sway. The location is a perfect, calm, serene area with a lovely salt water heated pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip...

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Featured review

"Film crew on location"

I recently worked on a Hallmark movie in st pertersburg Florida. I was the production supervisor and responsible for housing 20 cast and crew. Angie at Sandy Beach Vacation Rentals was my agent. We rented...

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$126
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bonita Beach

Key Amenities

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

About this property

We are excited to announce the upcoming addition to our vacation rental portfolio! This stunning 3-bedroom house in Bonita Springs, FL, is set to become your dream vacation destination. Accepting Bookings starting December 1, 2025Prime Location:- Canal-Front Property: Enjoy direct access to the...

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$236
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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 place"

Loved this rental. Close to beach and has a pool. Pet friendly too. Roomy and well stocked with kitchen items as well as towels.

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$362
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3,5 bedrooms | 3 bathrooms LOCATION: 4128 SW 10th Ave Cape Coral, FL, 33914, US LICENCE NO: RR-001799-2026 BUILT IN: 2025 MAIN FEATURES: Pool heating (electronically heated) Spa (electronically heated) Gulf acces (~37min) + boat dock + lift Seperate...

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$212
avg per night
Miramar Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Listed rates are the maximum per night. Final rates will be adjusted to market conditions.Additiinal reviews on Airbnb & VRBO! Please reach out and we'll provide you the links.Just 200 yards from your front door to private beach access!The Best Day Ever is located within the quaint...

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Featured review

"Best week ever"

We absolutely loved the place. The location is excellent. The condo was clean and had everything we needed to mske our stay great. The private beach is not crowded at all and just a short walk. I cant say...

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$258
avg per night
Naples Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • 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

"Clean, convenient, perfect for small families."

Stayed with my husband and 2 kids and we had a great time. It was clean, well stocked, and the pool was great! It had beach toys, and everything else we needed.

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$140
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

LOCATION, LOCATION, LOCATION - Beachside Bliss: Spacious with a cozy feel on an Estate Size Lot - Unique and Rare 4-Bedroom Vacation Home with a PRIVATE SPORTS BOTTOM SWIMMING POOL and FULL SIZE BASKETBALL COURT. Never take a cold shower INSIDE OR OUTSIDE - OUR SUMMERWIND HOMES ARE EQUIPPED WITH A...

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Featured review

"Expectations Exceeded!"

This was the my first time renting a vacation home and the experience at the Summerwind Snowdrift home exceeded my family and I expectations. The owner, Jay, was awesome-easy to work with and answered all...

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$779
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples....

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Featured review

"Back in a heartbeat, everything was wonderful!"

We absolutely loved our recent stay at Coastal Confessions! Naples Park was beautiful in November. The bikes and beach chairs were perfect for our daily trips to the beach. Coming back to a peaceful outdoor...

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$462
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
20 reviews

Key Amenities

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

About this property

NEWLY DECORATED OCEAN FRONT PENTHOUSE CONDO!!!We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, on-site covered...

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Featured review

"Vacay 2026"

The condo was very nice and roomy. The view of the ocean was beautiful. Much to do in the surrounding area.

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

Key Amenities

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

About this property

Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...

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$195
avg per night
Special Offer
Marathon House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Gulf side Gem, 45 ft. Dock, pool , hot tub and moreSpacious 3 Bedrooms and 3 Baths 1,600 sq ft home overlooking a canal with a brand new dock that spans the width of the property complete with a fish cleaning station and private pool and brand new hot tub. The Open Concept Living and Kitchen Area...

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$344
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Many of Naples Beachs

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautifully renovated and decorated, spacious feeling, 2 bedroom, 2 bath condo with an office alcove, and a laundry room. It has cable, WIFI and a 65 inch Smart TV. It has a screened in front lanai and a glassed and screened "interior" lanai (made to be an extension of the interior...

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$99
avg per night
Davenport House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 9 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our 4 bedroom, 3 bathroom holiday villa is situated in Davenport, Orlando in the gated community of Highgate Park, close to US Hwy27, Hwy192 and I-4 giving easy access to all the attractions of Disney World, Universal and the Florida beaches making this your ideal vacation accommodation for Orlando.Fully...

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$150
avg per night
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
Cape Coral Villa
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 4 guests | 3 bedrooms | 2 bathrooms LOCATION: 515 NW 7th Ave Cape Coral, FL, 33993, US LICENCE NO: RR-001816-2026 BUILT IN: 2022 MAIN FEATURES: Pool (electronically heated) ESPECIALLY SUITED FOR: Small Families, Couples, Snowbirds⭐ EXCLUSIVE GUEST...

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$160
avg per night
Panama City Beach Townhome
Sleeps 14, 2 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 200 feet to Panama City Beach

Key Amenities

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

About this property

Newly renovated Emerald Dreams – Unit 3 & Unit 4 - Pet Friendly Rent Together or Separate. Each unit is a 2 bedroom 2.5 bath located less than 100 yards with great views of the beach just steps away from Dedicated Beach Access to the Emerald coast beach on the quiet West side of Panama...

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Featured review

"Great condo/Great location"

My husband and I recently retired and spent the month of January. Condo was clean and updated. The location is fantastic being on the West end in Laguna Beach which we love. The host was great and very...

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$140
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$100
avg per night
Indian Rocks Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 yards to Indian Rocks Beach

Key Amenities

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

About this property

DIRECT BEACHFRONT! This 3 bedroom 2 bath beachfront house is located on the highly sought after Indian Rocks Beach! Bright and comfortable. Sleeps 8 people comfortably. The master bedroom has a king bed. The second bedroom also has a king bed. The third bedroom has a queen bed. And there is a queen sleeper...

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Featured review

"Cost to unit 2"

Our stay was lovely. This home is lovely. We especially enjoyed the outdoor spaces of a two different balconies, and the furnishing provided there. Our host, George, was attentive and helped very promptly...

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$252
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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$120
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $990/week, $2990/month Dec-Mar: $3500/week, $12,990/monthSPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! -...

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$141
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 250 feet to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis...

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Featured review

"Siesta Key"

3rd floor unit with no elevator. Clean but furniture not updated. Beach access but need to walk 3 blocks to an area to set up chairs and umbrella

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$172
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

We Now Offer FREE High Speed Wireless Internet Service!Amenities:1 King size bed 2 Queen size beds 2 Rollaway beds Phone Air Conditioning Cable TV DVD Player Stereo Full Kitchen Microwave Dishwasher Refrigerator Ice Maker Linens provided Washer & Dryer Pool (shared) Covered...

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Featured review

"THE PERFECT BEACH VACATION"

EVERYTHING ABOUT THE TRIP WAS GREAT, THE ROOM WAS AWESOME, ALL THE SPACE WE COULD ASK FOR, AND JUST STEPS AWAY FROM WALKING THE BEACH EVERY MORNING. WE'LL DEFINITELY BE RETURNING AGAIN NEXT YEAR.

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$389
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Immerse yourself in breathtaking panoramic ocean views from this extraordinary 12th-floor condo. Spanning 1,300 square feet, this 2-bedroom, 2-bathroom residence boasts a modern eat-in kitchen, luxurious custom-designed baths, and spacious walk-in closets. The master bedroom and living room both feature...

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$99
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Delnor-Wiggins Pass Park and Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Now AVAILABLE March & April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $9,800 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...

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$237
avg per night
Davenport Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

(Please Some dates are still available even if its shown as unavailable. Give us a note to enquire) This Award winning Villa for Customer reviews 9.7 out of 10 Score at is available for your Vacation. An Excellent Detached Family Vacation home/Villa located in prestigious 24/7 Man Gated SOLANA...

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Featured review

"Flordia Vacation"

House was great! Very spacious and the kids loved the pool and the games in the garage. We would definatly recommend this rental. Owner responded very quickly and answers any questions you have. We had...

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$185
avg per night
New
Clearwater Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Sand Key

Key Amenities

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

About this property

Available from June 1, 2026 to December 31, 2026. Newly renovated beach front, 2 bedroom, 2 bathroom condo. Perfect view of sunrise in the morning over the intra-coastal waterway and sunset in the evening over the Gulf of Mexico. Heated pool and hot tub. Unit includes wifi, ultra HD TV, new appliances.

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$107
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$139
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...

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Featured review

"Lovely home on the canal and pet friendly!"

We enjoyed our time at this beautiful place on the canal! The home has a pool and hot top which were wonderful offerings! The owners were especially nice and accommodating giving our late season booking...

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$187
avg per night
Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to the cutest little Conch Cottage in the Florida Keys! Located in the Seaside Resort Community, only ten minutes to Key West! You won’t find a more affordable and comfortable location than this! The resort has not one, but two large pools, one that overlooks the open water! Other amenities...

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$120
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

***SUMMER SPECIAL*** August-November $500 off regular price! Don't wait, books fast. Popular Beacon Reef Condo Oceanfront Islamorada, Florida (Max 4 Persons ( **MONTHLY RENTALS ONLY!!) Come and enjoy our Paradise Found 2nd home. FREE BOAT DOCKAGE (with proof of insurance) In the fishing capital of...

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Featured review

"A slice of heaven!"

I had the pleasure of staying for the month of December. I've been staying in the keys during the month of December for the past 5 years and this is by far my favorite place! The condo was warm and inviting,...

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$198
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to preserve views and wind down with west-facing sunsets — all just 10 miles from Naples’ pristine Gulf beaches. This beautifully remodeled 1-bedroom condo sits in a quiet, gated community with easy access to upscale shopping, top-rated dining, and world-class golf coursesInside,...

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Featured review

"Convenient and quiet condo"

This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...

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$68
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 30 yards to We are ON the beach

Key Amenities

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

About this property

We are now accepting reservations !The repairs from Hurricane Ian (Sept. 28 2022). are now completed and the Club is better than ever. It is again again a wonderful, unique, vacation spot. And the pool is open and beautiful.PLEASE NOTE: Some of the EXTERIOR pictures now showing are from before...

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Featured review

"Beautiful"

Great condo, great beach. It’s a lovely area to be at. Will be returning for sure. All amenities are within walking distance

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$188
avg per night
St. Pete Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historic, Renovated Pass A Grille Gem Steps from the Sand —Pristine location in Pass A Grille a few blocks from the Don Cesar resort. Newly renovated 3/2 with upscale finishes, gorgeous living space, beautiful screened in porch and back patio , fenced yard with beautiful landscaping and steps away...

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$550
avg per night
Special Offer
Panama City Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
11 reviews

Distance to beach: 1 feet to on the ebach

Key Amenities

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

About this property

ALL RATES ARE INCLUSIVE. ALL TAXES INCLUDED DEPARTURE CLEANING INCLUDED NO SERVICE FEES NO ADDED MANAGEMENT FEES. NO Credit Card Fees NO RESORT BOOKING FEE Enjoy: FREE WI-FI FREE Beach Service on all rentals in season save 350.00 per week Call us direct. Tell us your budget maybe we can work...

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Featured review

"Just NO"

We arrived around 8pm the first day. The floors hadn’t been swept so no big deal we just swept the floors and moved on until that night when we all went to bed the sheets were gritty with sand and one...

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$509
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.