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Florida Snowbird Vacation Rentals

(3408 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.

Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 yards to Direct Oceanfront, WOW!

Key Amenities

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

About this property

For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly.Some of our units now include Complementary Seasonal Beach Service for 2 for each night's stay(March 1 - Oct 31)!Long Beach Resort is a beautiful...

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Featured review

"Amazing views"

Everything in the Condo worked perfect. AC was cold, ceiling fan was fast, water pressure great. Furniture and decorations are a little blah and outdated, but functioned great. Easy check in.

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$221
avg per night
Key West House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

All one level cottage no need to climb stairs. Reduced rate for the month of December. Located in the historic district of Key West this beautifully upgraded cottage is full of warmth, charm and island character. You will fall in love with the vaulted ceilings, soft cool coastal tones, kitchen with stainless...

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Featured review

"611 grinell #6"

Awesome totally renovated in a very desirerable neighbourhood . Will stay there again and again. Big pool and awesome restaurants close by azur cafe sole and mangiamangia all walking distance

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$211
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Naples

Key Amenities

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

About this property

Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...

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$107
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...

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Featured review

"Excellent Property!"

Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...

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$500
avg per night
New
Tavernier House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Recently built from the ground up. Three bedroom, three bathroom piece of paradise on a saltwater canal with easy access to the ocean. 50’ dock, pool, outdoor kitchen, plenty of parking. Close to super market, hospital, and many amazing restaurant’s. Full kitchen with everything you may need....

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$333
avg per night

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Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass State Park

Key Amenities

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

About this property

AVAILABLE FOR SEASONAL AND LONG-TERM RENT:Jan-Mar 2026 N/A April 2026 $6,000 May-Oct 2026 $4,000 Nov 2026 $5,000 Dec 2026 $6,000 Jan-Mar 2027 $10,000 ask about other months annual $4,500/mo11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred....

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$264
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Ours is a beautiful water front apartment with all the amenities desired for a long stay. Aside from the spectacular view of the Gulf where dolphins are often seen frolicking in front of you own balcony, the apartment has a newly renovated kitchen and bathrooms, internet and cable access, as well as,...

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Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

**Welcome to our beachfront Longboat Key condo!If you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may be the place for you! We invite you to look at our photos...

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$449
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.9 miles to Bunche Beach

Key Amenities

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

About this property

Our rates are based on a 30 day stay. The price includes all Florida 11.5% tourist tax's, background checks, cleaning fees. Our prices listed are for everything. Any questions give me (Cheryl) a call at NINE TWO ZERO-TWO ONE SEVEN-3712.We are a beautiful, gated community. Day guests...

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$231
avg per night
New
Fort Lauderdale House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Du Sól, a stunning duplex retreat located in the beautiful Coral Ridge Country Club community of Fort Lauderdale. Designed with both comfort and style in mind, this property features two identical 2-bedroom, 2-bathroom residences — perfect for larger groups, families, or...

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$561
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beaches

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors. The community offers a swim pool, hot tub, tennis/pickleball courts and bocce ball. The clubhouse is under...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large family room, eat in kitchen, everything you need to cook a meal.Three bedrooms with pillow, towels and blankets. 2 baths, washer and dryer, carport, large side yard for trailer and cars.AC works great, extra spilt AC in third bedroom. Beautiful grassed yard maintained. Large TV and internet.

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New Smyrna Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Relax in the lap of luxury in this perfectly located beachside home. A mere 2 block stroll from the ocean, you can hear the waves and feel the breeze on your front porch. Or choose to amble to the restaurants and shopping of Flagler Ave, also just a few blocks away. Truly you can leave your car at the...

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Featured review

"Amazing place to stay"

This place is simply fantastic. Both units of this duplex have been completely redone from top to bottom and have a clean, warm, contemporary feel to them. I've stayed in New Smyrna dozens of times over...

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$379
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 5 bathrooms
7 reviews

Distance to park: 6 miles to Disney world

Key Amenities

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

About this property

Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center...

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Featured review

"Pleasant Stay in Crystal Cove"

Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation...

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$282
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

In the heart of South Fort Myers, you'll find the highly desired gated community of Reflection Lakes. The community is situated on over 300 acres with 10 lakes, preserves, and close access to one of the jewels of our area, Lakes Park. The sidewalk-lined streets make evening walks easy and enjoyable....

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$142
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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$301
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
16 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Location, location, location!!! THE BEST BEACH VACATION! Enjoy our 2 bedroom/2 bath condo with PRIVATE beach access! Walk to the beach in less than two minutes, and you may have the beach to yourself! This is a private beach, meaning you will ALWAYS have plenty of space to enjoy the gentle beach breeze,...

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Featured review

"Excellent!"

Love staying here. Second time now. Beautiful area, beach, etc. Very safe area. Owners are so very nice. Loved everything about it.

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$80
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.

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Featured review

"Big Joe"

Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.

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$127
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a great location in Fort Myers near Six Mile Slough. Golf on the property at Eagle Ridge Golf Course. This is in a quiet area of Fort Meyers. The complex includes a pool and hot tub for your relaxation.The unit includes a single car attached garage and a washer/dryer, along with two...

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$144
avg per night
Indian Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Captain Cove community, Indian Shores Beach!Whether you are traveling as a family or with friends, The Beach Oasis Condo will delight everyone in your party. This cozy condo offers a perfect blend of comfort, convenience, and coastal charm. The Captain's Cove community is located in the quaint...

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$200
avg per night
Pensacola Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 0.5 miles to Lost Keys

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Luxury at Lost Keys Resort! Located in the gated community at Lost Key Golf & Beach Club, you'll enjoy access to all of the private amenities this club affords, including a private beach, a pool, a fitness center, golf course, & club restaurant. Our modern home is centrally located...

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$113
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just reduced to $3000 a month in season - Available for the full 2026 season or off-season, this turnkey-furnished 2-bedroom, 2-bath corner unit is move-in ready and beautifully updated. Enjoy brand-new, comfortable furnishings, new luxury vinyl plank flooring, and new appliances, along with updated bathrooms—all...

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$100
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located gated Summerville Resort. It’s the perfect place for a trip!! The space is modern and stylish. This 4 bedroom (townhouse is Spacious enough to sleep 8.Access to resort, amenities, pool, gym, outdoor playground,...

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$150
avg per night
Delray Beach House
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 9 miles to Delray Beach

Key Amenities

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

About this property

NOTE: the property is NOT available from Dec 1 to March 31 each year, since the guests have booked a return visit for next year.There is a large salt water pool in our back yard that is enclosed with a screend lanai to keep out those pesky Florida bugs. Our yard is private, partially shaded so...

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Featured review

"Perfect vacation house in a beautiful gated community"

Just got back from staying at Donna and John’s house in a gated community in Florida, and it was fantastic!The house was very clean with everything we needed. The open and modern layout of the house...

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$242
avg per night
Destin House
Sleeps 14, 5 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 0.3 miles to Shores at Crystal Beach Park

Key Amenities

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

About this property

WE WELCOME YOUNG GROUPS MAY-AUGUST W/6-SEATER FREE GOLF CART PLUS PRIVATE HEATED POOL 84° NOTE: (3) NIGHT STAY MIN. WITH ANY DAY CHECK-IN. The property can be Booked WITHOUT the Golf Cart! ASK FOR A QUOTE! NOTE: 5% DISCOUNT WITH ANY (7) DAY BOOKING 2023 - Sea Palms Villa is custom built one-level...

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Featured review

"Perfect home for our beach trip!"

Beautiful home… we loved the pool and the location!! The golf cart was also such a nice perk. Our group of 12 had an amazing time.

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$532
avg per night
Tavernier House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This beautiful waterfront home was recently updated and features 3 bedrooms with a spacious master bedroom and 2 bathrooms. The home has a very large kitchen with an island and two refrigerators. The kitchen is fully equipped with pots, pans, utensils, plates and more. We also provide a coffee machine...

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$127
avg per night
Clearwater Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

Looking to relocate? Long stay for vacay? Corporate housing inquiries also welcomed! Renovated waterfront condo awaits you with HUGE 1,140 sf living spacious comfort: 2 huge BRs each with walk-in closet and KING bed, 2 baths, 24 hr manned gated community; gorgeous heated pool; fitness; tennis; waterfront...

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Featured review

"Amazing condo and wonderful landlord!"

First the condo/facilities are like a 5 star resort. Everything is so well kept - beautiful entry, grand club houses that are fit for Cesar’s Palace, the pool, hot tub, 24 hr fitness center and other...

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$229
avg per night
Destin Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this private, gated 2 Story Townhome in Shoreline Gardens, near the Gulf! Walk directly out of the back sliding glass door to the palm-lined path for a short walk to the beach! This beautiful townhome features 2 bedrooms, 2 and 1/2 half baths, a large cathedral ceiling living room and newly...

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$356
avg per night
Hollywood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.3 miles to Hallandale Public Beach

Key Amenities

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

About this property

Magnificent direct 2/2 big corner apartment with ocean view from each room . This non-smoking unit is completely furnished, Ceramic tile floors throughout and fully equipped kitchen to make your stay convenient and comfortable. This Hollywood beach condo comes with all of the luxuries of a free parking...

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Featured review

"Great Stay"

My wife and I thoroughly enjoyed our stay in Anne’s condo on Hollywood Beach. The location was perfect for our needs, Beach, grocery, shopping, and dining. The condo was clean and bright with views of...

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$219
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Daytona Beach... Worlds Most Famous Beach...Book Now for Best Vacation Ever! This coastal vacation spot is perfect for your family or two couples. Why stay in a hotel when your family can have all the comforts of home in a spacious & secure 3rd floor condo. Located directly on the beach,...

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$192
avg per night
Venice Studio
Sleeps 4, 0 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Welcome to your newly remodeled studio at Bahia Vista Gulf – the ultimate beach retreat! This cozy unit boasts stylish vinyl flooring, a convenient washer/dryer combo, fridge, microwave, and 2 countertop burners. The living room is decked out for entertaining with comfy furniture, and a Queen-size...

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Featured review

"Beautifully decorated, comfy condo near the beach"

Nicely updated throughout and fully equipped second floor studio, just steps from the beach. The cozy size and topnotch features were ideal for the wife and me. People in the condominium complex were friendly,...

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$132
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This lovely condo has everything you need for a wonderful stay in Naples. Open plan large living area, with views over a natural preserve lake. The accommodation comprises spacious air-conditioned rooms with vaulted ceilings all decorated Florida style. Sterling Oaks has a fantastic Club House and...

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$143
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom (1 King, 2 twins)/2 Bath (1 shower, 1 tub/shower) Fort Myers Beach condo sits just across the road from the wide, quiet beaches at the southern end of the island. You will enjoy this private end-unit view overlooking permanently preserved land and no through-traffic. Enter through the screened...

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$219
avg per night
Miami Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 50 feet to Miami Beach

Key Amenities

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

About this property

Beautifully renovated and stylishly furnished direct oceanfront apartment on the 6th floor of the Pavilion, located on Miami Beach's Millionaire's Row. An artfully decorated and air conditioned apartment, available for monthly or seasonal rentals (sorry, no nightly or one-week rentals). Apartment...

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Featured review

"Beautiful Beach stay!"

Great apartment and building. As the pictures show, the beautiful ocean and sky welcome you as soon as you enter the apartment, really wonderful views! The location is just right, easy access to anywhere...

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$229
avg per night
Orlando Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Amazing"

Such an amazing experience with this condo! The owner is very helpful until the last day of our stay!

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Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$351
avg per night
Juno Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Mercury Road JB-6

Key Amenities

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

About this property

This immaculate modern Juno Beach original rancher is located at 32 feet above sea-level on a quiet part of the street between US 1 and Ocean Drive, to the North of Pelican Lake. It has 3 bedrooms, 2 bathrooms, a 2 car garage and a large pool with lanai. The front of the house is professionally landscaped...

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Featured review

"Great location"

Great location. Excellent, attentive owners, a real pleasure to deal with. The house is a bit "dated" to be honest, but overall I would recommend it, and the swimming pool is especially nice.

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$254
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Bonita Beach - 15 min.

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th (top) floor, 2 BR/2 Ba condo in Bonita Springs. 1 King and 1 Queen. Built in 2017. Modern appliances and furnishings. Washer/Dryer. Cable and Wifi. Screened deck overlooking lake. Views of 1st green and 18th tee and clubhouse. Deck faces Northwest so great for relaxing during the day. Neghborhood...

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$170
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Hello, Our vacation home is located in a gated community with a large swimming pool, playground for the children, shuffle board, pool table and a workout room. It’s a duplex with its own separate driveway. There are three bedrooms and two full baths. The kitchen was just fully remodeled in 2022...

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Featured review

"Clean and quiet retreat"

Nice, clean, and has all of the amenities necessary! I have enjoyed my stay in this quiet and peaceful vacation rental. Beautiful view of pond right outside of screened lanai. The home was clean, and Randy...

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$100
avg per night
Islamorada Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful ocean front apartment with easy access to pool ,spa and beach. Dock with boat slips and tiki hut overlooking Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs...

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Featured review

"Unit 205 Beacon Reef"

Love Beacon Reef and the unit was very comfortable and well equipped. Very close to the pool and the staircase from the balcony was convenient

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$183
avg per night
New
Hutchinson Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

MONTHLY RENTAL ONLY Beach front 1st floor condo, on Hutchinson Island. Newly renovated in Sand Dollar Shores. Private screened patio just steps away from direct beach access and pool. 2 bedroom 2 bath, full kitchen, dining area, living room with 65” TV, ceiling fans in all rooms, tile...

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Featured review

"Happiness by the Sea"

We stayed at the Hutchinson Island condo for the month of May. Beautiful venue, pool, parking in front of the 1st floor unit. The beach was nice and the large pool convenient to the condo. There were several...

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$161
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido BeachNEW PROPERTYWelcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...

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$1,553
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

STR Registration R250239Shamron Beach is a cozy and relaxing condominium complex on the desirable gulf side, southern end of Estero Island. The complex offers a secured lobby with elevator, second floor community room, heated pool with privacy fence, outdoor shower, bathrooms and community grill....

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$197
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

NEWLY REMODELED RENTAL - Beautiful D Building, 11th floor BEACHFRONT condo in Dunes of Panama on spectacular Panama City Beach. This unit was totally remodeled -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, ceiling fans, linens and kitchen items. Beautiful kitchen with Cambria...

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Featured review

"Well stocked condo for family vacation."

Perfect condo for family of five. Great view of ocean and resort grounds. This unit is so close to one of the three pools and to Stingrays bar/restaurant. The condo is very well stocked with everything...

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$415
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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$203
avg per night
Haines City Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to park: 20 miles to Disney

Key Amenities

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

About this property

9 month rental $2,550 w/utilities included (all rentals) 6 month rental $2,750 3 month rental $2,950 $3,000 REFUNDABLE SECURITY DEPOSIT $175 CLEANING FEE PET FRIENDLYCORONAVIRUS SAFETY 1. All surfaces and touch points are washed down with a bleach solution after each rental. 2. SOCIAL DISTANCING...

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Featured review

"Everything was great"

Jim met us at the house on time and showed us around. The place is large and very welcoming. We had everything we needed for the months stay. I liked the quiet and peacefulness of the area. Thanks...

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$103
avg per night
Fort Pierce House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Private home has direct access to the Intercoastal and minutes to the Atlantic Ocean. This home is fully equipped, just bring your swimsuit, boat and fishing gear. Less than 10 minutes to downtown Ft. Pierce with restaurants and shopping.Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin...

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Featured review

"Perfect staycation"

This was the perfect place for our weekend getaway. It was so convenient and super comfortable. We will be back!

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$183
avg per night
New
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The Shores of Sugarloaf Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and SunsetsWelcome to the Shores of Sugarloaf, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home and enjoy a lovely vacation on one of the Florida Keys most desirable keys-Sugarloaf. This house...

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$495
avg per night
South Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Relax the minute you step into this remodeled Splash Pool home. The fully enclosed lanai with pavers is surrounded by beautiful tropical flowers and palm trees. The large lanai goes the entire back length of the home. Enjoy the outdoors and beauty right from the cozy furniture to the Tiki topped patio...

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Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Very inviting home with pool, fenced yard and simple walk to St Armand's Circle.A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right...

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$734
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.