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Florida Snowbird Vacation Rentals

(3390 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.

Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully updated beachfront condo with amazing views located directly on refreshed Fort Myers beach. The beach has been totally redone and expanded by the town of Fort Myers Beach, with pristine white sand. Inside the 10th floor condo has been recently renovated and updated. It comfortably sleeps...

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$213
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Siesta

Key Amenities

  • Air conditioning
  • WiFi

About this property

You’ll love this stunning 3rd Floor Condo, and what a view from the 3rd floor! it has 2 bedrooms with golf course & lake view at Lakewood National located in Lakewood Ranch.This one-of-a-kind Arnold Palmer designed 36 Holes Golf Course is a real champion nearly 900-acre enclave set within the...

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$100
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...

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$133
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Golf and Man gated community- 55 and up Two bedroom condo second floor, overlooking the golf course. Close to all shopping by and restaurants. Internet, cable, elevator, six pools, microwave, private in house washer and dryer. Two single beds and a queen. Minimum of four months stay.

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$100
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

This updated and tastefully turnkey-furnished 2-bedroom, 2-bath condo is located directly across the street from iconic Venice Beach—perfect for relaxing, vacationing, or seasonal living. Enjoy an open, airy floor plan with a spacious master suite featuring a queen bed and walk-in closet, and a...

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$176
avg per night

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Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beach Front Condo on Fort Myers Beach is managed by property owner Linda Dawson who is easy to reach by phone should you need any assistance during your stay.Location, Location, Location! Welcome to our BEACH condo home located at the popular Leonardo Arms Condominiums! Our Condo has TRUE beach access....

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Featured review

"Wonderful place. We will definitely be back"

We had a fabulous month at Leonardo Arms. The pool is huge and heated, the beach right in front of pool, the palm trees swaying, and everyone is so friendly. The king size bed might have been the best...

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$246
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ready for the best beach vacation at Peck Plaza on Daytona Beach...This stylish luxury oceanfront 2/2 condo with its contemporary charming decor is the perfect spot to relax and renew. Enjoy all the comforts of home, along with complimentary Wi-Fi, Cable, secure parking, linen and towels, while also...

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$325
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Wake up to STUNNING sunrises every morning.... over magnificent water views, in your tastefully appointed, home away from home. Enjoy the expansive views from this beautiful Bay Creek Coach Home, just around the corner from all the amenities including resort pool, tennis, pickleball, fitness center, spa,...

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$217
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your relaxing gated golf community. This newly remodeled condo helps get you accompanied to the Florida lifestyle. Front and back lanais allow you to enjoy the sun in the morning and afternoon with golf views right outside. Large open Kitchen. This home is set up for entertaining family and...

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$167
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Relax with the whole family and enjoy the island life at our centrally located home !Enjoy our recently updated 3 bedroom,, 2 bath vacation home. It boasts a beautiful HEATED , salt water in-ground pool on an oversized patio. Close to shopping and restaurants! Our house is located on a quiet...

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Featured review

"Central location, great home, beautiful beaches."

Stayed here two years in a row and enjoyed the location close to restaurants and beaches. Go to the farmers market if you can and find lots of delicious things! This home is in a great neighborhood and...

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$329
avg per night
New
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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$183
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sea Noir Moments! A Lower Keys dream, located in the super popular upscale Summerland Cove neighborhood. This is not your average vacation rental, with a heated pool and spa, ample dockspace for your boat, and a giant screened in porch to enjoy your daily catch pest free! And that is just the outdoor...

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$383
avg per night
Destin House
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning

About this property

Home Highlights- Charming 3-bedroom, 3-bath cottage in the private Kokomo Cove community - Optional 6-seater street-legal golf cart available for easy beach runs - Wrap-around porches and decks on 2 levels for outdoor relaxation - Private beach access - Spacious master suite with king bed,...

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Featured review

"Wonderful place!"

This home, location, amenities, and management company were all such a pleasure experience. My family and I loved this place and Will definitely plan another trip to stay with this management company and...

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$174
avg per night
Ormond By The Sea Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Vacation rental. 28 day plus. AVAILABLE April 2026CURRENTLY BOOKING April 2026 and beyondBeautiful updated condo. Enjoy the brightness, ample natural light, and cheer. The unit is located on the first floor with parking right outside the door. One designated parking spot and many guest spots...

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Featured review

"A real gem!"

This is a fully furnished two bedroom condo just across the street from a pristine beach. There are three swimming pools on the property and it is very quiet. Our plans required us to stay longer than we...

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$1,900
avg per night
Lady Lake Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Beautiful 2/2 Courtyard Villa with an extra Sleeping area, newly furnished and decorated. Terrific lanai area to enjoy the Wonderfull Florida Westher and the total Privacy the Courtyard Villa's provide.Fully set up with everything you need to enjoy your stay. Located less than 15 minutes Sumter and...

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$141
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

First floor unit in gated community with one-car attached garage and beautiful lake view. Two bedrooms (queen and twin beds). Two full baths; master has walk-in shower and large bathtub. Guest bath has shower plus bathtub. Fully equipped kitchen, dishes, glassware, cooking pots and utensils. Smart...

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$141
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...

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$506
avg per night
Venice House
Sleeps 4, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

This non-smoking and pet-free Venice Island Florida home is located in the highly desirable Golden Beach neighborhood, one block away from the tropical and unique beaches of Venice Island on the Gulf of Mexico. It is only a short stroll from the house to the private beach; the public beach is only a...

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Featured review

"Venice Island pool house"

This is a lovely well kept home that is in a great location near a private beach as well as close to the Downtown area. The pool and tiki hut area are just perfect for staying cool and relaxing. The owners...

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$229
avg per night
New
Venice House
Sleeps 7, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your dream residence nestled within the beautiful expanding Wellen Park Golf and Country Club community. This magnificent home offers a perfect blend of sophistication, comfort, and natural beauty. With breathtaking views of the lush fairways and access to exceptional amenities, this rental...

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$150
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautifully furnished 2 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$164
avg per night
New
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Villa Oak on the WaterYour private haven in Rotonda West — Waterfront • Fishing • Biking • Golfer’s ParadiseWelcome to Rotonda West, and welcome to your peaceful retreat. We call it Villa Oak on the Water in honor of the magnificent, old oak tree that graces the garden—its...

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$208
avg per night
Rotonda West Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
5 reviews

Distance to beach: 12 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A superb 4-bedroom villa with a fabulous pool and heated spa overlooking the lake and golf course. The area of Rotonda West is a deed-restricted community where quiet streets and well-maintained properties are at its heart. This villa is positioned across a double lot giving a feeling of space and privacy...

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Featured review

"In a word - Spectacular!!!!"

Andy is an awesome host, the property management people are wonderful!!! Any requests were dealt with immediately.. Really beautiful villa for a spectacular family holiday.. Gorgeous heated pool and...

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$293
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

We still have other homes available Dec through Apr 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.LARGE...

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$331
avg per night
Melbourne House
Sleeps 4, 2 bedrooms, 1.5 bathrooms
5 reviews

Key Amenities

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

About this property

This 2 bedroom, 1.5 bathrooms, Pool house with Private Hot Tub is just waiting for you. You won’t be disappointed. This house is Beautifully furnished with a modern Zen Vibe. Private Pool in the back yard with plenty of pool accessories for lounging. Each room is fully furnished with its own style....

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Featured review

"Perfect Family Getaway!!!!!"

This home is beautiful, way better than the pictures. The owner really went above and beyond. There are special touches all over the house. It’s extremely clean, which is very important during these times....

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$314
avg per night
New
Englewood East Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to Happy Gator 2!Your sunny escape in Englewood awaits. This bright 3-bedroom, 2-bath villa offers everything you need for a relaxing Florida getaway—including a private, screened-in pool for refreshing dips any time of day. One of the bathrooms opens directly onto the pool deck, perfect...

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$191
avg per night
Miramar Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Fabulous gulf front view townhouse! Steps from beach!! Incredible Gulf Views at Great Prices!! Sit on the deck and watch the waves in this 2 bedroom, 2 1/2 bath townhome, located in one of Destin's most sought after areas. Fronting the most beautiful beaches in the world with no buildings between...

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Featured review

"Sweet Spot"

We Loved the natural beaches & shoreline. Our doggy saw the beach for the 1st time and everyone around us loved it. The patio was our spot. The pool location is perfect.

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$150
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Beautiful pool home located off prestigious Surfside Blvd nestled among pricier gulf access homes. Florida living compliment an amazing 44 X 26 screened lanai w/ a & crystal clear heated pool to maximize the Florida sun. Large private master suite w/ pool access features walk in closet & an en...

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$161
avg per night
Boca Raton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful Boca West CC gated community. 6th floor condo with southern exposure. Golf course views. Newly renovated. Just bring your tooth brush, all amenities are waiting for you.

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Featured review

"Highly recommend this condo"

We spent almost 2 months in this lovely, comfortable condo, which is fully equipped with everything you will need for an enjoyable vacation. The owner is very responsive to any questions. The condo is...

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$150
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.0 Baths, (Sleeps 4) Shamron Beach – A Gulf-Side Escape on Estero IslandWake up to the sound of waves and breathtaking Gulf views from your private balcony in this recently renovated 2-bedroom, 2-bath condo at Shamron Beach, a welcoming gulf-side complex on the southern...

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$297
avg per night
Fort Myers Beach Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.1 miles to Ft Myers Beach

Key Amenities

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

About this property

Santa Maria has it all! Gorgeous resort style pool with hot tub overlooking amazing yachts in the marina next door. Manatees and dolphins can be seen playing from the living room and lanai of this updated condo. Santini Plaza is coming back with its many shops, restaurants, and entertainment options,...

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Featured review

"PERFECT!"

We thoroughly enjoyed our stay here! Beautiful accommodations, large heated pool, dolphin sightings, walking distance to restaurants, shops, ice cream. We had a blast and the owner was so friendly; would...

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$291
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...

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Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

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$313
avg per night
St. Pete Beach House
Sleeps 7, 5 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 25 yards to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

Beautiful Beachfront home on Pass A Grille Beach. A private classic residence shared by the owner to those who appreciate the old days on the beach. Located In the heart of Pass A Grille Beach, steps from the Historic District with great restaurants and casual beach dining. The house is clean, neat...

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Featured review

"Condo in Paradise"

This condo on Madeira Beach was the best place I have stayed in a long time. From the under carport parking space, most uncomplicated check in process to opening the door to the most fabulous view to the...

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$400
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Siesta key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Rarely available Penthouse, top floor, end unit! Live a stylish urban lifestyle in a friendly town. Enjoy a view of the downtown fountain, shops & restaurants. "The Lofts on Main" is located in the heart of Lakewood Ranch, voted #1 Multi-generational Community in the United States for 4...

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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...

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$133
avg per night
Bradenton Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom newly renovated and fully equipped condo. Whether you are a single family on vacation, or a couple enjoying a gateway we have you covered. Stay with us and enjoy all the comforts of home!This delightful...

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Featured review

"Best Winter ever"

Thank you Maja and family for use of your Bradenton villa for my Winter retreat this year. I enjoyed the villa and area so much, I extended through April. So many great things to do and visit in the area....

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$133
avg per night
Madeira Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineFree Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily...

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Featured review

"Awesome place *****"

We booked a two week vacation with Rick and his unit was the cutest, very inviting place. Condo was very clean, in a great vicinity and we loved it there. It was very quiet and would definitely book here...

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$209
avg per night
Delray Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 6 miles to Atlantic Dunes Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo, 3 Bedrooms, 3 Baths, Sleeps 6This gorgeous condo completely remodelled in Spring 2025, includes new bathrooms with top end fittings, new kitchen with top end fittings and new appliances.This 3 bedroom, 3 bathroom, 1600 sq. foot condo is on the fourth floor{ elevator) with great views...

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$233
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

DAYTONA BEACH LUXURY LIVING!!! Sanibel is a 2007 built Oceanfront Condominium building with reserved underground parking, billiard room and a full equipped fitness center. Enjoy the Most Famous Beach in Style. Fully equipped kitchen and all linens. 35-foot balcony that can be accesses from the living...

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$302
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for...

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Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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$155
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE FOR 2025 SEASON AND OFF-SEASON. WILL ALSO CONSIDER ANNUAL RENTAL. This 2-bedroom, 2-bath condo offers the perfect blend of luxury and comfort with stunning lake views in the desirable gated community of Treviso Bay. Recently updated, the home boasts a modern kitchen featuring stainless steel...

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$208
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota

Key Amenities

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

About this property

Welcome to Blueridge Bungalow!We are so honored to welcome you to our beloved home away from home. Our family treasures our time spent here in the beautiful city of North Port and we know you will too!What more could you ask for than a newly renovated home that provides you with the ultimate blend...

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$293
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your perfect getaway in The Villages, Florida! This beautifully designed 3-bedroom, 2-bathroom home offers a blend of modern elegance and cozy charm, creating the ideal space for relaxation and entertainment.Just 1 mile from Sawgrass Grove Market and 7 miles from Brownwood Square, you’ll...

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$150
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 6 miles to 5th ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...

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Featured review

"I do not understand??"

Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany

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$163
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$208
avg per night
New
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 2 bedroom, 2 bath direct riverfront residence is nestled in the secluded Ocean Marina Condos located in Flagler Beach. Newer tile floors and luxury vinyl plank (LVP) throughout. Brand new electrical panel, including breakers. Brand new light fixtures, ceiling fans, and outlets throughout the home....

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$100
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning NEW POOL home offered for Seasonal Rental. This 3 bedroom 2 bath, office home is located in South Venice. Great Room concept with Dining Room combination. Plank tile throughout except the bedrooms, which are carpeted. Beautiful new furnishings! Private lanai, GORGEOUS new SALT WATER (heated)...

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$185
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Ormond Beach

Key Amenities

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

About this property

**NOW BOOKING FOR 2026-2027 SNOW BIRD SEASON!!**Nestled steps away from the beach, Ocean Breezy offers an idyllic coastal retreat that seamlessly blends modern comforts with beachside charm.Location is paramount - situated in the Ormond by the Sea community, a 2-minute walk to the beach makes...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Vanderbilt Beach

Key Amenities

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

About this property

Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...

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$140
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Service Club Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 BR/2 BA condo on the island of Venice across from the airport in Glenwood Manor Condo Association. Approximately 1 mile from the beach. Association amenities include clubhouse, heated pool, bike racks and community grills. 1 assigned parking spot.Currently reserved for December-April each season....

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New
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tastefully decorated coastal condo in Naples, Florida. This 2 bed/2 full bath FIRST FLOOR (NO STEPS!!) unit features a large size master bedroom with a King bed. The guest bedroom features an on-suite pocket door so your guests may have full privacy. Our unit also has a screened in lanai which has a...

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$132
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.