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Florida Snowbird Vacation Rentals

(3394 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.

New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL AVAILABLE. Enjoy a healthy and pristine living environment in our fully smoke-free condo. Off-Season rate for November 2025 and May 2026 through August 2026 is $2900 per month. December 2025 through April 2026 is offered at $5000 per month. Escape to paradise with this fabulous 2-Bedroom,...

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$167
avg per night
St. Augustine Beach House
Sleeps 4, 1 bedroom, 1 bathroom
7 reviews

Distance to beach: 0.2 miles to St Augustine Beach

Key Amenities

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

About this property

Monthly Vacation Home. Located 3 blocks from St. Augustine Beach Now booking 3 month guests for 2026 and 2027.In the heart of St. Augustine Beach, you'll find your very own private home. This charming 1-bedroom vacation home is just a short walk from the stunning St. Augustine Beach, where...

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Featured review

"St. Augustine Beach, SEA TURTLE #A"

This house was just what we were looking for. A quite neighbor hood. It was in walking distance to the beach and many great restaurants The rear of the home was fenced in for privacy and had a really...

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$108
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Everything is new!Escape to a tropical paradise while staying at this modern 3 bedroom, 2 bathroom, pool house. Beautifully designed private home in North Port, tastefully decorated and furnished.Our home will make you feel at home the minute you enter through the door. It has everything you need,...

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Featured review

"Villa Starfish"

Our Villa was great. Very clean villa, kitchen well supplied with utensils & appliances. Appliances were modern - worked well. Linens well stocked. Any problem with the villa - sent email to manager...

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$135
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Siesta Key

Key Amenities

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

About this property

OUR RATES:June-November 2025 $2250 December 2025 $3000 January 2026 $4500 February 2026 $5000 March 2026 $5000 April 2026 $3000 May-December 2026 $2250*Calendar...

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Featured review

"Great stay at Oasis on Osprey"

It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants...

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$145
avg per night
Wellington House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 16 miles to Municipal Beach

Key Amenities

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

About this property

Relax at this peaceful tropical oasis. It is 3.7 miles from W.E.F., 13 miles from the airport, and 15 miles from the beach. Bring your fishing equipment and enjoy this oasis. It is close to shopping, restaurants, concerts, nightlife, parks, ballparks, and many other points of interest. It is minutes away...

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$256
avg per night

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Pompano Beach Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Adorable 3/2 house, its private dock and pool. The location is great with the beach, restaurants, and grocery stores close by. The home is tastefully furnished and comes with everything you need to enjoy Florida living at its best. large outside play/relax area with air hockey and pool table, pool area...

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Featured review

"Amazing July 4th family vacation"

This property was perfect for our vacation! The beds are very comfortable, the coffee was excellent, the house was cozy and comfortable the entire family loved their stay. It was convenient to have the...

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$550
avg per night
St. Augustine House
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes South down A1A along the coast to Daytona...

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$257
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 200 feet to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream getaway in beautiful Bonita Springs! This stunning condo offers the perfect blend of luxury, comfort, and convenience. With 2 bedrooms and 2 bathrooms, there is plenty of space for you and your loved ones to relax and unwind. The sleek granite counters and stainless steel appliances...

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$278
avg per night
Naples House
Sleeps 4, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and...

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Featured review

"Home with a view"

We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice...

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$338
avg per night
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Look out through your wall to wall front window onto a lush shaded tropical patio garden. Step outside to enjoy morning coffee or afternoon cocktail on comfy patio furniture. Leisurely walk 1 block ( 3 min) to the white sand and clear aqua waters of St Pete Beach. No need to drive and search for highly...

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Featured review

"Perfect Stay"

We stayed here for two months after being displaced after hurricane Helene. This place was more than we could have ask for. The hosts have done an amazing job making this feel like the perfect home away...

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$171
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

1050 N Atlantic AveWe are here to help just ask. This Smoke-Free and pet free Condo has a beach style decor make over and it is bright and clean. From the 2nd floor you get a nice direct ocean view from the balcony, living room and master bedroom window. Being on the second floor and only four steps...

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Featured review

"Fun in sun"

I had stayed here for the past 3 months, through out crazy LOUD construction. If I spoke to Keith once or 10 times+, he listened to me kindly and professionally. The unit is gorgeous, updated very nice...

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$310
avg per night
Bonita Springs House
Sleeps 10, 4 bedrooms, 4 bathrooms
7 reviews

Distance to beach: 5 miles to Barefoot Beach

Key Amenities

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

About this property

Luxury Villa 4 bed/ 4 bath on canal access to the Golf 30 min, beach 8 min away Welcome to absolutely stunning, unique contemporary 3330 sf waterfront on canal villa w/ access to the Golf, with 4 bedrooms & 4 full baths, small office with lots of natural light and desk; fabulous terrace, heated pool...

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Featured review

"Fantastic stay!"

Fantastic stay! The place was clean, stylish, and super comfortable. The host made everything easy with clear instructions and quick responses. Great location too, close to everything but still peaceful....

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$1,449
avg per night
Naples Condo
Sleeps 6, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...

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$255
avg per night
New
Sarasota Mobile home
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly remodeled two-bedroom home offers the perfect Sarasota getaway. Located just minutes from world-famous Siesta Beach, the property features a brand-new kitchen with modern appliances, 2 fully renovated bathroom, and stylish upgrades throughout. Bright, clean, and thoughtfully designed, this...

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$140
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2-bedroom Naples-adjacent condo is perfect for your escape to the beach. Fully furnished, just bring your bathing suit! Spacious 2 bed, 2 bath on the first floor with newly remodeled bathrooms, granite countertops, and amazingly comfy beds.Located west of 41, 5 minutes from beaches, shopping,...

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$183
avg per night
New
Kissimmee House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to park: 9 miles to Disney World

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

***FULLY FURNISHED*** 3 bedroom, 2 bathroom house in Kissimmee. Amenities included: internet, central air, central heat, dishwasher, luxury vinyl floors, gated community with community pool, stainless steel appliances, updated kitchen, washer, dryer. Is pet friendly. Date Available: December 1, 2025....

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$100
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 100 feet to Gulf of Mexico

Key Amenities

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

About this property

This unit features ceramic tile wood-look flooring throughout with ceramic tile in the master bath. There is over 1300 sq. ft. inside, and a 30 ft. balcony that offers an endless view down the coast. This 2 BR-2 Bath unit also has bunkies that are perfect for the kids. The unit will sleep 8 and has a...

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Featured review

"Rates"

Other than Labor Day, do you have three nights available , sleeps how many and how much? Thanks! I’ve never stayed but I bet it’s great,

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$1,021
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island Beach – 10 minutes away

Key Amenities

  • Air conditioning
  • WiFi

About this property

Lakefront Retreat | Sunset Views Modern Comfort Experience the best of Southwest Florida living in this beautifully renovated 3-bedroom, 2-bathroom lakefront home — a peaceful getaway perfectly designed for comfort, relaxation, and breathtaking sunsets.Step inside to find a bright open-concept...

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$149
avg per night
Cocoa Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

This Condominium is available now. Year Lease are welcome, Rent is $2400.Monthly. 1 bedroom and 1 bath CONDOMINIUM, (NOT AN STUDIO). located at WINDRUSH CONDOMINIUMS in the heart of Cocoa Beach. Windrush is a private and secured complex with all amenities including restricted (keyed) private Beach access,...

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Featured review

"Perfect location, friendly condo"

We stayed 3 months, in this condo, it was conveniently located, for what we needed to do, the amenities were great. Everything was close and within walking distance, as for us this was a plus as my wife...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful, 1st floor condo has been COMPLETELY remodeled in every room with all upgrades, including brand new kitchen, bathrooms, laundry room, flooring, carpets, appliances, new contemporary furnishings, and a gorgeous, huge lanai facing the lake. All 5 sliders/windows on west side of condo have...

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$189
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Marco Island Beach

Key Amenities

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

About this property

Welcome to one of the most desirable locations in all of Naples! Centrally located to Marco Island, Naples Beach, downtown Naples and 5th Avenue. Immaculate, extremely clean, and peaceful - Your paradise vacation awaits at Coral Falls in Lely Resort! Relax from your private top floor balcony with beautiful...

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Featured review

"Family of Three"

This 4th floor condo with an elevator was absolutely amazing. It had everything you could possibly want. The furniture was all new. The condo was immaculately clean. Wonderful view of the pool and hot...

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$289
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Move right into this bright and beautifully maintained condo offering 3 bedrooms, 2 bathrooms, and tons of natural light throughout. Located in the desirable gated community of Province Park, you’ll enjoy resort-style amenities including pickleball, tennis, a community pool, gym, clubhouse, soccer...

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Featured review

"Lovely Flat"

I stayed here for 3 months for a job. The flat was amazing and made I a lot of good use of the pool! No issues whatsoever and I would definitely stay here again. Thank you Ramsey!

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$157
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just...

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Featured review

"Paradise"

This is our 2nd stay at this vacation rental. We love the view, pool, dock, house, privacy and the owners. A must for anyone vacationing in the Keys!!

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$544
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Gorgeous totally remodeled 2 bed (both brand new kings) 2 full bath condo in the highly desirable gated Gulf and Bay Club on the world-renowned Siesta Key Beach, a luxury community sitting on 32 acres and offering 3 pools, a fitness center, pickleball, tennis, saunas, hot tub, and its own 800 ft of private...

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$366
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 7 miles to Naples

Key Amenities

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

About this property

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

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Featured review

"February full"

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

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$183
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful townhouse overlooking 15th fairway/pond at Gateway CC-Hidden Links gated community. 12 ft ceilings surrounded by huge lanai with golf course/water view. Beautifully furnished turnkey….Unit available $5000/mos winter months-minimum 90 day lease

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Featured review

"Tenant's Review"

Sorry to hear that owner does not allow pets due to allergies.Unfortunately no golf or country club access.Very beautiful home with friendly owners neighbors.

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$1,518
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$151
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$255
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to Crescent Beach

Key Amenities

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

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date...

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Featured review

"Siesta Key"

The area: The general area of the condo was a fun place to visit. Plenty of stores within walking distance (just across the street). More than ample restaurants from which to choose. If you are heading...

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$480
avg per night
Cape San Blas House
Sleeps 9, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Katmandu is a new build; completed in March 2019. This outstanding new home is ready for your beach vacation. Situated at the north end of the Cape; it’s a short walk to St. Joseph Peninsula State Park, and just 200 steps to the sand and water’s edge. Swim, kayak, paddle board and play in...

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$446
avg per night
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodeled condo, the largest in the community, offers unobstructed, 8th-floor views that will take your breath away. Picture yourself stepping onto the expansive terrace and feeling the cool...

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$1,270
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Brand new to Florida Rentals. Welcome to this NEWLY RENOVATED spacious two bedroom condo (1375 square feet) on the second floor in the gated community Bermuda Bay Beach Club. Each bedroom has a queen bed with a large walk-in closet, plus a daybed with trundle in the living room. Fully stocked kitchen...

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Featured review

"Fun in the sun"

The condo was awesome. Very spacious. It had everything we needed for a wonderful vacation. Many thanks to our host and hostess who were extremely pleasant and helpful.

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$129
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, 3 bedroom, 2.5 bath, fully equipped vacation townhouse rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Beautiful Condo! Exactly as shown!"

We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are...

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$106
avg per night
Cape Coral House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to CAPE CORAL/ YACHT CLUB

Key Amenities

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

About this property

A True Model Home. Bonus Sandy Beach Area and Fire Pit! ** outdoor spa not presently available **Outstanding Waterfront Palace w/ Dock, boat w/ Gulf Access AND BEACH AREA by seawall! Huge Private Electrically Heated Pool & Outdoor Spa. A real Executive Retreat. NO PETS/ NO SMOKING....

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Featured review

"Clean, fresh and completely up to date!"

Our family of four just recently spent 11 days here and thoroughly enjoyed each one! The property owner was easy to deal with and very respectable. He always responded to my questions and ensured we had...

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Naples Condo
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Great location in Lely community only 15 min away from downtown Naples and 20 min away from beautiful Marco Island. Quiet community. Minimum 30 days, background checks required.

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Inquire for rates

Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 3 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Completely Renovated 11/23About this rental • Sleeps: 6 • Bedrooms: 3 • Bathrooms: 2.5 • Property Type: Townhome • Minimum Stay: 10 - 31 nights • Living Area: 1600 sq. ft.3 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed...

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Featured review

"Meadowlark Townhouse"

Getting away from winter for a month and staying at this wonderful townhouse was a dream of a lifetime! The place was perfect for us both inside and out. There was plenty of room to cook, hang out together,...

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$147
avg per night
New
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Not available in February, 2026.Beautiful condo in Heritage Landing in Southwest Florida.  Fully furnished condo is well appointed to meet all of your needs - everything you need to make your stay comfortable and relaxing!The condo is on the 2nd floor overlooking the 11th hole and...

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$124
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Gorgeous House with amazing views ! Saltwater Heated Pool Tiki Hut to enjoy your coffee and sunsets. Southern facing for sun all day!Hugh kitchen for cooking and entertaining. Large 86 inch TV to enjoy all your sporting events. 2 En-Suites with King beds. Perfect for multiple family stays. New Dream...

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Featured review

"Great retreat"

The house was even better than photos. Great pool, clean and comfortable. Welcome basket was terrific! Highly recommend this property!

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$363
avg per night
New
Naples Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 20 miles to Naples

Key Amenities

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

About this property

IDEAL LOCATION - On Capistrano St S, unit 6402, this condo sits next to the fountains on Rialto Dr., one block from village center. Built in 2007, this was completely furnished brand new in September 2025. It has 3 bedrooms, 2.5 baths with a pull-out couch with an upgraded queen mattress for a restful...

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$215
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Cape Coral

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd floor condo in The Downtown Entertainment District on The Malaga Canal! Beautiful water views! Great breeze that comes through the screen door. Watch dolphins & manatees go by! Heated pool overlooking the canal. Unit is in the center of the complex with a private stairway entry. It has...

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$147
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Cozy and comfortable ocean view condo in Daytona's Landmark Building, Peck Plaza. Come and enjoy the warm ocean breezes from this 6th floor, 2 bedroom, 2 bath condo. All the comforts of home; lovely coastal decor. All newly remodeled. Prepare meals in the fully equipped kitchen instead of going...

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Featured review

"Great condo"

I have been coming to Daytona for 40 years and it's one of nicer condos that I have stayed in with only one other which was brand ew.

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$196
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

I have a beautiful 2 bedroom very similar to this 3-bedroom unit still AVAIALBLE at HERITAGE LANDING FOR THE TIME PERIOD OF JANUARY, FEBRAURY AND MARCH 2026 . Call for details, pictures, etc.Beautiful, newer condo located in the high demand, gated golf course community of Heritage Landing Golf...

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Featured review

"Great condo"

We would recommend this condo. Nice layout, very new, clean and quiet. Also, gym and pickleball and golf cours care great.

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$158
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbuilt

Key Amenities

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

About this property

Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air pool & spa!...

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Featured review

"Naples Paradise"

We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance...

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$626
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Tiger Tail

Key Amenities

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

About this property

multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath...

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$228
avg per night
Hollywood Condo
Sleeps 6, 1 bedroom, 1 bathroom
22 reviews

Key Amenities

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

About this property

Last updated on December 6, 2025 Our 1br ocean view units () : .................... 1br, December 6 to December 20 (from $160/nt) .................... 1br, December 20 to January 4 (from $285/nt) .................... 1br, January 4 to 31 (from $200/nt) .................... 1br, March 1+1 (from...

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Featured review

"AMAYZING STAY!MUST TRY IT!!!"

we had to find a place last minute when I came accross this apartment posting. I reached out and received a message with in hours. The whole process was easy , clear and positive. Mike was available on...

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$214
avg per night
Kissimmee Townhome
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

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Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

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$118
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home.The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether...

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Featured review

"Great house,great location,great value."

We have vacationed in Sarasota for several years and this property was one of the best of our stays.All the conviences of home,and then some,great location,and a terrific value.

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$330
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 7 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Our three bedroomed detached home is ideally situated in a quiet and secure Bonita Springs neighborhood close to everything the area has to offer. It benefits from a large corner plot and is surrounded by mature palms that provide a relaxing environment in which to enjoy the large, south-facing and fully-screened...

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Featured review

"Great pool area"

Fully equipped, clean well appointed house. Very helpful caretakers. Cleaning lady found jewelry that was left behind and was returned to me. Washing machine broke but was fixed the next day! Sadly the...

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$429
avg per night
Key Colony Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Watch dolphins play in Shelter Cove while swimming in our oversized poolRelax in the private pool with the Spectacular Shelter Bay in the background...Our home is located directly on Shelter Bay in Key Colony Beach with some of the most spectacular views of open water a guest can ask for. We have...

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Featured review

"Absolutely Wonderful"

We enjoyed are stay at this well appointed and conveniently located vacation home. The setting is perfect and the home was loaded with every convenience you would need. Margie, the property owner, is...

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$500
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Most of our stays are a 30 night minimum due to condo association rules. We are able to offer three stays per calendar year of less than 30 nights (rates may vary). If you are interested in less than a 30 night stay let us know and we will check availability.Pool/pool area is still under construction...

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Featured review

"Bonita Springs delightful condo"

What a great month I had in this condo. If you are looking for that perfect two bedroom two bath condo right on the beach, this is the place for you! Large balcony overlooking the Gulf made for some amazing...

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$278
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.