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Florida Snowbird Vacation Rentals

(3386 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.

Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Stunning views from this 2 BR, 2 Baths Park Shore 18th floor renovated beach condominium. Light and bright with open kitchen, beautiful master bath and large walk-in closets. Popular split bedroom plan offering separation and privacy between guests. Balconies in each bedroom. Savoy is a luxury building...

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$600
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 25 yards to Silver Dunes

Key Amenities

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

About this property

Nestled in the heart of Destin, Florida on the beautiful waters of Northwest Florida’s Emerald Coast, Silver Dunes Condominiums is the perfect place for your next family-friendly vacation. Spend your days walking the sugar white sands of our private beach, grilling in our beloved courtyard or taking...

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Featured review

"Beautiful accommodations and white sand beaches"

Everyone was so friendly and the accommodating. The condo was nicely decorated and very comfortable to stay at. They thought of the little touches with adding activities, games, and making sure the...

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$246
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...

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$848
avg per night
Destin Condo
Sleeps 12, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

New complete remodel for 2024! New pictures coming soon!This is a spacious 4 bedroom & 3 bath beach condo which is located on the third floor of Leeward Key. Rarely do you see a 4 bedroom condo this size in this location. This unit sleeps 12 with 2 king beds, queen bed, three full beds, and a...

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Featured review

"Snowbirds"

We rented this condo for 10 weeks as snowbirds. Beautifully decorated, lots of space, kitchen very well stocked. Owner was wonderful to work with. Very accommodating- he had grab bars installed to make...

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$383
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 12/1/25. The Isles of Capri is a small quiet island right...

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$268
avg per night

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Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 42 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This exceptional, highly sought-after Arabella II floorplan is a beautifully furnished end-unit condo offering the ultimate in comfort and style! It is the largest floorplan of the Verandas at 1569 sqft. Enjoy spacious living with vaulted ceilings and an abundance of natural light. This exquisite floorplan...

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$183
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

** We are fully booked now through December 31, 2025.Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence - Gulf Course...

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Featured review

"Excellent stay"

Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...

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$197
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the true sense of Florida in this 2 bedroom and 2 full bath corner unit on Country Club Blvd. 2nd floor corner condo with balcony towards the canal.OBS: Minimum 90 days rental. Application Association and application fee. No trucks allowed. No Pets.Totally renovated condo, kitchen with...

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Featured review

"Cape Oasis"

We love Cape Oasis!! It’s a terrific updated first floor condo in a 12 unit complex. Updated kitchen 2 bdrm 2 baths. Well maintained exterior with a pool and offers both fishing and boating docks. Nice...

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$91
avg per night
Orlando House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
1 review

Distance to park: 8 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Great House for my family"

Husband and I rented this home for us and our family (total of 13 people). The home was very close to Disney and worked great for us. We had plenty of room and it was very clean.The only issue we...

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$261
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The SpaceThis 4th-floor condo (with elevator access) offers a bright, modern, and comfortable retreat in Punta Gorda’s beautiful Heritage Landing community. Perfect for golfers, beach seekers, or anyone looking to unwind in a resort-style setting.Bedrooms & BathroomsPrimary SuiteOversized...

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$167
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

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$183
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

JANUARY just opened up! Call today for January with a HUGE discount. CALL NOW! 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 the world,...

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Featured review

"Love it!!"

We have stayed in this unit on this property two years in a row and going back in February. Honestly can’t wait for our trip. The location of this unit is perfect with the spiral staircase for easy access...

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$183
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$162
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful lake view large ground floor condo. Both front and rear heated / air-conditioned glassed in secure lanai's appointed with ceiling fans with light kits, with 1 new king sized remote controlled bed for late night reading. 1 queen sized bed, 1 full sofa bed and 3 twin beds with 2 full...

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Featured review

"Lovely view"

We enjoyed the condo very much. It was well stocked and the view was great. The unit was also convenient to stores and beaches

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$148
avg per night
Nokomis Townhome
Sleeps 5, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Nokomis Beach

Key Amenities

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

About this property

Brand new luxury Townhouse available for annual or short term rental furnished or unfurnished. This is a 3 bedroom 2,5 bathroom unit with lake view, one car garage and a private driveway. All bedrooms on the second floor are carpeted and have access to the laundry closet. The living are and the kitchen...

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Featured review

"Beautiful home in upscale community"

We stayed in this home for 3 months this past winter. It is a very roomy house with a nice screened lanai and large garage. We used the pickleball courts and pool almost everyday when we were not biking...

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$187
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to park: 50 miles to disney

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Patio Villas are the perfect choice for those looking for easy, low-maintenance living, where neighbors are more like family. These villas feature your favorite elements important for day-to-day living. If you enjoy the simple life or you’re on the go - you’ll be amazed by the affordability...

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Featured review

"Excellent Location and Host!"

My husband and I stayed at this property May – September 2024. The 5 months we stayed were perfect while we shopped for our own home in The Villages.The Village of Richmond is an excellent location close...

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$107
avg per night
Little Torch Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Pirates Quay! This newly remodeled 2 bedroom home in Little Torch Key is one of the nicest, most thought-out properties in the area, and with extra living space downstairs and plenty of storage, it feels much bigger than it is. Its pirate theme can be seen throughout from the decor, colors...

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$199
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

British owned second floor modern condo newly decorated. 2 bedrooms (king size bed in master and 2 singles in second bedroom) 2 bath condo + den and pull out double sofa bed. 3 TVs and WiFi. Ideal for golfers. Overlooks 17th green and lake. Elevator available. Lanai with outside furniture. Pool...

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$180
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Ground floor 3/2 with garage, lanai, and deep water dock. Great area for fishing, lobstering and boating. Bahia Honda beach and park 8 miles away. 28 miles to Key West. Home features a separate dining room, living room and fully equipped gourmet kitchen. Equipment shed separate from home for fishing,diving...

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$210
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$237
avg per night
Crystal River House
Sleeps 12, 6 bedrooms, 3 bathrooms

Key Amenities

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

About this property

We fell in love with this home for different reasons. I love the massive master suite with a slider to the lanai and room for all our kids and grandkids to visit. For him, less practical maybe but "you had me at the palm trees". You walk thru the front doors directly onto a large foyer and a...

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$279
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

About this property

This cozy retreat is bright, fresh, and filled with natural light that streams through the large sliding doors. It features new TVs in both the bedroom and the living room, and a two-car garage provides easy access to the house. The updated, well-maintained patio home also includes a screened-in porch....

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$200
avg per night
Punta Gorda Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

AVAILABLE, WEEKLY, BI-WEEKLY-MONTHLY......Come enjoy your Marina get-away condo in popular Burnt Store Marina. Turnkey furnished condo within a short walk to the Marina Yacht Basin with fabulous views of marina life and evening sunsets. Beautiful 1 Bedroom/1bath with tile flooring throughout, plus enclosed...

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Featured review

"Quiet condo right on the marina!"

Nice quiet location with really good restaurant across street from the condo. Condo was clean and well stocked. I will definitely stay here again.

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$125
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this stunning 2 bedroom/2 bath condo designed to inspire elegance and comfort. Fully furnished, designer inspired residence. The master bedroom has a king bed, full bath, linen closet, and walk-in closet. The 2nd bedroom has a queen bed. There are 2 twin inflatable mattresses available for...

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Featured review

"Amazing condo with perfect location!"

A big thank you to Heidi and Joe for providing such amazing accommodations at your rental in Wellen Park. It was everything we hoped for and more! You both made the entire process so easy to navigate and...

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$164
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 miles to We have private deeded beach access across street

Key Amenities

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

About this property

Penthouse 2-bedroom/2 baths condo on top 6th floor of low rise on Fort Myers Beach situated along a canal overlooking boats & beautiful sunsets, this property features a king bed in master suite, 1 full bed and 1 twin bed in guest bedroom along with living room queen sofa bed and power recliner for...

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$160
avg per night
Last Minute Deal
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com.Affordable, beautifully decorated and directly on the Gulf of Mexico! Come experience panoramic gulf front views from this charming 1 bedroom, 1.5 bath vacation condo located in the heart of Perdido Key.The open layout...

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$102
avg per night
New Smyrna Beach Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This is a two-story, 2 bedroom/1.5 bathroom townhouse located on Atlantic Ave, across the beach! It is conveniently located within 1 mi to grocery store (Publix) and restaurants. Attention to cleanliness is a must to provide you with a pristine property. Recently updated for short term usage w/ new furnishings,...

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Featured review

"Excellent"

This home was exactly as advertised! Comfortable, neat, clean & very well stocked! The location is perfect and close to everything! Cristina was a great host and if we had questions, responded quickly!...

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$171
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Ask about our 5 star reviews! We have other properties as well!- Incredible views of the Gulf! - Location, location, location! - Private Balcony - Smart TVs with Roku - Community Pool & Outdoor Shower - Low-rise Condo; 2nd floor - Private On-Suite - Washer and Dryer - Family Friendly &...

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$192
avg per night
New
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.

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$200
avg per night
New
Punta Gorda House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Luxury Turnkey Seasonal Rental – Prosperity Point at Burnt Store Marina* 3-BEDROOMS, 3-BATH 2-CAR GARAGE * HEATED POOL * OVERLOOKING THE MARINA * PRIMARY BEDROOM ON GROUND FLOOR * DIRECT ACCESS TO MARINA FROM BACK YARD * MARINA AND SCENIC WALKING PATHS * EXTRA LARGE GOURMET KITCHEN *...

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$233
avg per night
Marathon House
Sleeps 8, 3 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 2 miles to Sombrero

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Start planning your perfect escape to the Florida Keys! Flamingo Palms Cottage is ideally located on a deep-water canal with 35’ of dockage and easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas,...

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Featured review

"Blue Ocean Bungalow"

The home was very comfortable, and clean, it was so nice to look out the windows and see the water. Everything you need for cooking in is provided as far as dishes and pots and pans. Also, the Canopy...

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$340
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A modern, contemporary style home, has 3 bedrooms, 2 baths with views of the pool and lake from almost every room, boasts a 65" flat screen TV in its' ultra-comfortable living room. The formal dining room seats six and there is a dinette set in the well-equipped kitchen.The Master Suite...

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Featured review

"Accuracy Matters"

When considering which house with a pool to rent during the middle of January, 2022, we chose this house which advertised their pool deck - on Florida Rentals Site - "which was oriented to the southwest...

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$289
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Blue Surf has a 30-day minimum rental period You may choose ANY 4-weeks, it does not have to be within the same month.Our oceanfront condo is our personal getaway and we are happy to offer it to you when we are not using it. We have furnished and equipped it to be comfortable and appealing. We are...

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Featured review

"Awesome vacation!"

The minute you walk in you feel at right at home. It is so welcoming! It is nicely decorated. You want for nothing. The master bedroom has a king size bed and bathroom. The quest room has two full size...

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$107
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**Due to damages from Hurricane Helene, 'Mi Casa' is not available for rental. If you have a reservation, please contact Robin Robertson. All records were lost and we have no way of contacting you.**Welcome to 'Mi Casa', our 2 story renovated vacation retreat on Indian Rocks...

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Featured review

"Lovely beach cottage!"

We enjoyed MiCasa for a Thanksgiving celebration with friends. We were all coming from out of state to enjoy the beach. MiCasa is very comfortable and had all the comforts of home. The beds were comfortable,...

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$314
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Delnor Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this centrally located 3 bed 2 bath coach style condo. Charleston Square is a small community located in Imperial Golf Estates. Our condo overlooks the prestigious Gomez Tennis Academy. We're also just a few minutes to Wiggins Pass Beach State Park, Barefoot Beach, and Bonita Beach. Very...

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$145
avg per night
New
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$332
avg per night
Special Offer
Punta Gorda Townhome
Sleeps 6, 2 bedrooms, 3 bathrooms
1 review

Distance to beach: 26 miles to Englewood Beach, Venice B, Siesta key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Book your Winter escape now and enjoy Florida sunshine while others shovel snow !!Quiet community, golf course view, fast WIFI, smart TVs are here waiting for you. This well-furnished townhouse is located on the golf course, near US75 and US41, it has 2 suites with closets, master suite with balcony...

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Featured review

"Excellent everything we wanted"

Very lovely appointed two bedroom two bath condo on a golf course close to shopping close to beaches close to entertainment excellent all the way around

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$70
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$152
avg per night
Orlando House
Sleeps 14, 7 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Terra Verde - Kissimmee, Florida is an upscale gated community located just 8 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that...

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Featured review

"Disney Vacation"

We have an Amazing time in Orlando and the home we rented made ithe vacation even more enjoyable. When I return to Orlando I will definitely rent another home with your Company. Thanks for the your Professional...

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$236
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.9 miles to Siesta key

Key Amenities

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

About this property

Comfortable private 3bedroom 2 bath home, open concept floor plan. The master suite is large and open with a sitting area and views of the tropical garden in the back of the house, a full walk in closet and step down shower bath with dual vanities. The next bedroom consist of 2 twin beds with additional...

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Featured review

"Definitely more than 5 stars for this property"

I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area...

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$436
avg per night
Key West House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Island Paradise, your serene retreat in the heart of Key West, Florida! Located in Old Town, Island Paradise is just a half block from the world-famous Duval Street. This charming property offers 2 bedrooms and 2 bathrooms, perfect for small families or couples looking for a relaxing and convenient...

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$230
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Escape to the sunshine in this beautiful 3-bedroom, 2.5-bathroom condo located in one of Florida’s most desirable communities! Whether you're looking for a seasonal retreat, girls trip or a summer vacation, this charming condo offers the perfect blend of comfort, style, and convenience....

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Featured review

"Amazing girls getaway!"

Dana was an amazing host and her place met all my expectations. It truly is a home away from home but with all the perks of an awesome vacation added. Book soon because this place is a true gem!

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$213
avg per night
Ormond By The Sea House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.1 miles to OBS

Key Amenities

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

About this property

BEACHSIDE 3 BEDROOM/2 BATH PRIVATE HOME WITH SCREENED LANAI, HEATED POOL & SEPARATE HOT TUB! WALK TO BEACH IN FEW MINUTES. HEAR THE OCEAN AT NIGHT FROM THE LANAI. *** YOUR HOME AWAY FROM HOME *** Enjoy our fully equipped private 3 bedroom/2 bath beachside home with Screened Pool and separate Hot...

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Featured review

"Great home and host."

We had an amazing stay at this house. Our host was very friendly and receptive of any of our needs. We couldn't have asked for a nicer home or host. We would absolutely stay again.

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$146
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$206
avg per night
Miramar Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our 2 bedroom condo has a king and a queen bed. There’s TV’s in each bedroom in addition to the living room. The extra large balcony has tables and chairs along with a chaise lounge Per condo association regulations, no smoking is allowed, no pets allowed and must be 25 years old to...

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$263
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...

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Featured review

"Marvelous, comfortable and well stocked condo in a great position at Ft. Myers"

This was a 5 star condo, well stocked with kitchen appliances and crockery and glasses. There was a plentiful supply of towels and even beach towels to go to the pool. The balcony was very comfortable...

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$104
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Key Amenities

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

About this property

Welcome to Knee Deep in the ~Water~!! ** RECENTLY UPDATED WITH NEW TILE THROUGHOUT ** ASK US ABOUT PREMIER / RESERVED PARKING! We have a premier, reserved parking space available in the gated private garage DIRECTLY UNDER the building for a fee.The premier Corner Unit in the West Tower at Calypso....

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Featured review

"Absolutely Perfect"

Everything about this unit was perfect. Clean, well furnished, and well decorated. The balcony and view were spectacular. We hope to return soon.

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$305
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoythis fully renovated place in St Petersburg. This house is very close to the beaches, Skyway bridge, St Pete Downtown, Malls. In case you want to have your morning coffee just walking by the water, you are also very close to St. Pete Pier. if you just need to stay home and rest, you can stay at home...

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$120
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The CondominiumThe Sherwin is a high-rise luxury oceanfront condominium in Daytona Beach, Florida. This beautiful building will meet all your needs during your vacation time. The Sherwin is 20 floors high with a spectacular full height atrium/lobby. The atrium/lobby is elegantly furnished and includes...

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$200
avg per night
Tampa Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Davis Beach

Key Amenities

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

About this property

FULLY FURNISHED HOME in a prime location... 15 minutes to airport and 5 minutes to shopping. Located on a canal with open water access. Outside deck overlooking canal, allows for beautiful sunrise and sunsets. Home is warm and inviting, central air conditioning, with an open floor plan of over 2000 sf....

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Featured review

"The host/owner to great care of us!"

The location is perfect. Close to the Airport, beaches, shopping, and all Tampa dining. We did have a few issues during our stay, but the owner was quick to rectify them. We would recommend this place...

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$121
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.