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Florida Snowbird Vacation Rentals

(3388 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 House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 30 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A stunning turn-key family home where luxury and convenience meet. This beautifully furnished 4-bed, 3-bath residence is the perfect seasonal retreat or long term home. The open living area is flooded with natural light and adorned with tasteful decor. The well-appointed kitchen boasts stainless steel...

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Featured review

"Beautiful, spacious, well kept home."

Lovely large kitchen in open concept home. We enjoyed spending time on the screened lanai grilling, eating dinner, having morning tea and listening to the many birds. We spent time in the heated pool and...

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$182
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 24 miles to Anna Maria Island

Key Amenities

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

About this property

ESPLANADE AT LAKEWOOD RANCH! This beautiful turnkey home with magnificent views of the 12th fairway and serene views of a lake and the many birds and other wildlife from the covered and screened lanai is located on a quiet cul-de-sac. As you enter through the front door, the great room floor plan is open...

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$300
avg per night
Rotonda West Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Florida vacationing at its finest! This three-bedroom, two bath home with pool has everything you’ll need for your vacation home away from home. The large living room has a triple sliding door that opens up to the lanai and pool area.There are three bedrooms, plus a fourth closed room office...

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Featured review

"Perfect location!!"

We loved our stay in Rotonda West. Quiet, close to many areas and offers many activities. Beaches just a few miles away.

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$212
avg per night
Summerland Key House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

INGROUND HEATED AND CHILLED POOL TO COME IN NOVEMBER!! Daydreamin’ blue in the super-desirable Summerland Cove neighborhood! There is plenty of room for family and friends here, with four bedrooms and a huge open concept kitchen and living room, you won’t ever feel crowded. Additionally, a...

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$433
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 6 miles to Disney,Seaworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay resort ! It is one of the most popular resort destinations in the Kissimee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to walmart and target, 8 miles to seaworld and convention center.This 1500 sqft...

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Featured review

"Second stay"

This is a nice place. Well kept and clean. There is 3 pools but not enough lounge chairs. The room was nice. Needed to buy a frying pan there is not enough kitchen gadgets and the cups for coffee are very...

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$144
avg per night

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Cape Coral House
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 5 miles to Pine Island or Cape Coral

Key Amenities

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

About this property

NEW LISTING, PUBLISHED FOR THE FIRST TIME ON MARCH 18-2022 Luxury 4 bedroom , 3 bath waterfront Southern Exposure Direct Gulf access, Boat Dock, Pool & Spa, “Villa Amazing View” This spectacular 4 bedroom, 3 bathroom home in Southwest Cape Coral with direct access to the river and Gulf...

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Featured review

"Beautiful house!"

House was beautiful. We enjoyed our stay very much! Only complaint is I left behind the majority of my wardrobe and they would not ship them to me, even after I paid a fee to have it shipped. My clothes...

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$237
avg per night
St. Pete Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historical Post and Beam built house with original large cypress boards. Set on a corner lot just steps to the white sandy beach and warm waters of the Gulf. Preserved and maintained Captain's Quarters. Sweet! 2 BR 2 Bath with extra loft space, large open porch and a wishing well. Nicely furnished...

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Featured review

"Da beach"

Amazing beaches amazing memories and location was superb. This part of florida is nothing less than extraordinary

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$217
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Well kept 4 bed 2 bath pool home with easy access to 41, 776, Port Charlotte Beach Park and Punta Gorda. Our home is a perfect place to stay while on vacation or for the season. The house is in a quiet neighborhood on an oversized lot, almost an acre. Located close to 4 airports and short drive to some...

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Featured review

"Convenient, Pet Friendly Pool Home"

A wonderful home that is clean and tastefully decorated. Great Location for ease of access to US 41 and Port Charlotte shops. Walking distance to Parks and a few restaurants and necessities. Owner was...

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$149
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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$288
avg per night
Miramar Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 50 feet to On Property

Key Amenities

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

About this property

To book directly or for more information on this and other beach front rentals in Destin, FL check out our business Best Destin Beach House Rental, LLC BestDestinBeachHouseRental. com*Summer rentals run SATURDAY to SATURDAY only *Minimum rental age is 25 years old (exception for married couples...

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Featured review

"Wonderful"

My husband and I enjoyed our stay. Very clean and most of all the balcony was very relaxing. Would rent this place again.

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$146
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$367
avg per night
Islamorada House
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Mango House 81212 Old Highway Islamorada, FloridaLocation: Ocean side located on the Old Road by Green Turtle RestaurantMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 81Details: This home is absolutely beautiful with Keys...

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$285
avg per night
Siesta Key Cottage
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.5 miles to Siesta Key Beach

Key Amenities

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

About this property

*Calendar month rentals only*May - November (seven-month lease) - $2000 per month plus utilities December - $4900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...

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Featured review

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...

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$212
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to El Paraiso, a true Cudjoe Key gem at an affordable price. This three bedroom, three bath home is nicely updated throughout! Located on Lafitte Drive, right behind the famous Square Grouper restaurant and only 20 minutes from Key West. Don’t forget to bring your boat, there is plenty of...

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$227
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 3 bathrooms
4 reviews

Distance to park: 6 miles to Disney World,Seaworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This gorgeous...

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Featured review

"Beautiful"

The apartment was beautiful My family and I really enjoyed this place If you are looking for a vacation rental please check this place out ️

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$151
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Book the month of JANUARY now through the end of November and recieve a $500 credit upon check-in. (This offer is valid for this property and for the month of January 2026 only.)Nestled in a quiet enclave of newly constructed homes and attached villas you will...

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$212
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.9 miles to Park Shore Beach and Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely renovated, ground floor Belair Club condo in the lovely Park Shore neighborhood of Naples. Two bedroom, 2 bathroom with open living/dining/kitchen. All new appliances including a built-in refrigerator, induction cooktop, oven, microwave, dishwasher, kitchen aid mixer and in unit washer and...

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Featured review

"Ideal location"

This pristine condominium is in an ideal location. There are so many shops and restaurants within walking distance and the beach is a short drive away. We enjoyed the friendly neighborhood and Tracy (the...

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$226
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Newly renovated water view condo with a small boat dock. Sitting on the lanai in the morning with a cup of coffee is a perfect way to start the day. You will see dolphins and manatees make their way up and down the waterway or enjoy an afternoon on the beach. Don't forget your camera because the...

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Featured review

"Blue Heron Beach Resort"

Lovely Condo, comfortable, beautifully decorated! Plenty of room for 2 adults and 2 or 3 small children. Balcony overlooks Lake Bryan, boardwalk and Pool. Our Host was fabulous and quickly responded...

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$225
avg per night
Pensacola Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Pensacola Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Coastal Cottage is a three-bedroom, two-bathroom home in Pensacola Beach, Florida that offers a private pool (can be heated for an additional fee) and a short walk to the beach. Situated in a laid-back neighborhood, this home gives you both a relaxed environment and a convenient drive to everything Pensacola...

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$150
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
New
Destin House
Sleeps 16, 6 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights: Private heated infinity pool and spa overlooking Four Prong Lake (heated Oct 1 – May 1 for $60/day) Outdoor kitchen with grill, mini fridge and outdoor fireplace Lakefront with panoramic sunset views Gulf views from the 2nd-story balcony Designer kitchen with massive center...

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$310
avg per night
Ormond By The Sea Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to On the Beach

Key Amenities

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

About this property

Fully furnished - Available April 15, 2026- Absolutely stunning ocean view condo. Short -term lease 2- 4 month $3100/month 6 -months is $2500 12- month lease is $2350/month The condo has been completely renovated in October 2025 to offer modern comfort and style. Every detail has been updated, including...

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Cudjoe Key Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a home away from home? Via Villa is the place! This vacation home is located in Cudjoe Gardens on Cudjoe Key, only 20 miles from Key West. Situated on a corner canal, there is ample dockage for large boats, water and electric on the dock, as well as a waterside fish cleaning table. Via Villa...

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$393
avg per night
Panama City Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Ocean front 180-degree view of the ocean with 2 swimming pools with 2 jacuzi hot tubs and kitty pool. one bedroom condo with bunk beds and sleeps 6 guests. exercise room Great sunset view of the ocean. Family place. Rental for beach chairs and Umbrellas available. Jet ski and paragliding rentals available....

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$140
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally...

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Featured review

"Very nice condo"

Convenient location minutes from the beach, shopping and entertainment. Our host was very helpful and the condo was well equipped. Would stay again. No washer and dryer was a bit inconvenient but laundry...

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$90
avg per night
Boynton Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Boynton Beach or Ocena Hammock

Key Amenities

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

About this property

Private home on top of coastal ridge near downtown Boynton Beach. Convenient access and a large fenced yard with shade trees all around. Vaulted ceiling and designer kitchen. Fully furnished and equipped for immediate occupancy. Peaceful and very private, in a century-old mango orchard. Recently renovated...

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$140
avg per night
New
Key Colony Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Plentiful. Key Colony Beach 4 bedroom with 37 Ft Dock, Pool Club. Sleeps 10 Spacious, 2200 sq ft duplex home on a wide canal with dock in beautiful Key Colony Beach.Includes free use of nearby, ocean-front beach club with a huge, temp-controlled pool and Hot Tub!!Lower Level - 1 bedroom, 1 bathroom...

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$426
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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Port St. Lucie Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 10 miles to Jenson Beach

Key Amenities

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

About this property

Stunning 2 bedroom 2&1/2 bath, centrally located near shops, malls, hospitals, recreation, parks, and beaches. All utilities included. Indoor washer and dryer. Smart TV's in each bedroom and living room. Office desk and chair in each room. Two parking spaces in front of the home. Community...

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$101
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your dream home, where luxury, comfort, and tranquility come together seamlessly. Located in the highly sought-after Varanda Condominiums at The National Golf & Country Club, this beautifully upgraded DiAngelo floor plan offers a spacious layout and elegant finishes that are sure to impress....

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$210
avg per night
Cape Canaveral Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 70 yards to Atlantic Ocean

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Available June-November 2025, at $1400/month for 5 month lease. Higher rates for shorter terms." Currently unavailable otherwise through Spring 2026.Cozy, recently remodeled surf pad, short walk (one block) to beach and a nice surf break. Quiet area/complex with pool. Wifi in home. (57-inch...

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$90
avg per night
Destin Condo
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Condo Highlights - Available for Snowbirds November through April - Pool heated November 24–30 and December 20–January 2 - Fully renovated 3-bedroom, 2-bath condo with panoramic Gulf views - Short 2-minute walk to private beach access between Pompano Joe’s and The Crab Trap -...

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$131
avg per night
Rotonda West House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

No long term renting Jan -march 20262 bedroom, 2 bath, pool home 10 minutes from Boca Grande Beach. Lovely, well appointed home features all new furnishings and appliances. Sleeps 6 guests with space for a family or a group of friends. Reconnect and rejuvenate with a private heated pool, charcoal...

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Featured review

"Amazing"

Absolutely loved this house its in a perfect location so peaceful, safe neighborhood and lovely neighbors. We have stayed in a lot of homes in this area and this by far was the best .Everything you could...

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$158
avg per night
Daytona Beach Shores Cottage
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Coastal bungalow in Daytona Beach Shores within walking distance to the beach and river, restaurants, shopping and entertainment. Enjoy free on premise parking, custom features throughout the house and beautiful sunrise and sunsets from the porch. Washer and dryer are inside the unit as well as a full...

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$100
avg per night
Sebring Estate
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to beautiful and sunny Lake Josephine! Escape the city life in our serene oasis located on 4 acres directly on Lake Josephine. Enjoy a private inground pool, waterfront lake access, outdoor barbeque, spacious bedrooms and living spaces. You can see the lake from anywhere in the house as it is...

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$313
avg per night
Venice House
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

***************ONLY APRIL , MAY, JUNE, JULY, GREAT DEALS *******************This is an efficiency single detached home residential area, 1,600 square feet.Close to the beach and downtown Venice. 20 minutes south of Sarasota. Close to the intercostal bike trail.Great location in a well-maintained...

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Featured review

"1458 Strada Dargento Venice"

I loved how close this rental was to everything Venice; several golf courses, Legacy trail, Catholic churches, few restaurants and downtown Venice. The neighborhood was great with several friendly neighbors...

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$157
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

2 BEDROOM AND 2 BATH WITH ATTACHED GRAGE

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$128
avg per night
New
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

“Endless Paradise” is truly a Cudjoe Gardens gem! This ground level (no stairs here!) vacation rental home is walk in and relax ready! Located in the highly desired Cudjoe Gardens neighborhood known for its great boating access, ground level prestigious builds, local marina and don’t...

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$350
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Wonderful Courtyard Villa newly remodelled, decorated and furnished. Enjoy the Florida weather around the pool or outside in the Private Courtyard. 3-4 minute walk to Spanish Springs Town Square and 10 minutes by Cart to Sumter Landing Town Square. Includes use of the Golf Cart and Pet Friendly!.

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Featured review

"3 month rental"

Looking for a location from Dec. 22- Mar.22 that includes a golf cart. I haven't stayed yet so how can I review anything.

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$141
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beautiful 2/2 Courtyard Villa with a Swim/Spa in a great location for Spanish Springs and Sumter Landing Town Squares. House was recently purchased and Furnished so everything is new and tastefully decorated. Your own private pool with the Courtyard walls insuring Privacy. Includes use of the Golf Cart.

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Featured review

"Village Villa"

We were very pleased with the cleanliness and location of this villa. The pictures matched what we had and the amenities such as guest passes for the pools and other activities made it all worthwhile.The...

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$154
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to "Casa Siesta Dreams", a charming and well-located retreat in the heart of Cape Coral. Perfectly designed for relaxation, this home offers a peaceful sanctuary for couples, a vibrant space to enjoy sunset afternoons with friends, and spacious areas for family gatherings. Whether you're...

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$286
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this great spacious condo located in Sandpoint, directly on the beach. GREAT Coastal vacation spot - warm sand and calming waves. All the comforts of home in a secure 6th floor condo. The condo offers a spacious fully equipped open kitchen, full size appliances and bar area. The living...

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$201
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen...

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$365
avg per night
Davenport Cottage
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

A quiet, peaceful home located in the center of a scenic RV resort. It is shaped like a tiny home, but the design of the interior makes it feel spacious. Upon opening the sliding glass door, there is a living room complete with an electric fireplace and big screen television. There is a full kitchen...

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Featured review

"Nice place"

I really enjoyed spending the month of February in this tiny home. It was clean and comfortable. It had everything I needed to prepare and cook meals.I was able to work from there remotely without...

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$67
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your home away from home in sunny Venice, Florida! Nestled in the peaceful South Venice neighborhood, this cozy retreat offers the perfect mix of relaxation and adventure. Just minutes from Venice Beach—famous for its sunsets and shark tooth hunting—and a short drive to Sharky’s...

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$138
avg per night
Panama City Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Time to make 2025 spring/summer vacation plans !This penthouse condo at the Grand Panama Resort is absolutely dreamy! With luxurious amenities like a private beach, multiple pools (including a rooftop one!), and even a Tiki Bar and onsite restaurant, our guests think it’s the perfect place to...

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Featured review

"A Little Piece of Heaven"

The penthouse was beautiful and very spacious. We loved the beach themed decor. Our host was wonderful and very accommodating. She went above and beyond to make our check-in and check-out run smoothly....

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$373
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bright, airy living spaces: High vaulted ceilings, open‑plan living and dining area, and full‐height sliding glass doors that open to the screened lanai with lake views.Fully equipped gourmet kitchen: Stainless‑steel appliances, breakfast bar, and perfect for casual breakfasts or hosting dinner.Three...

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$254
avg per night
Bonita Springs Studio
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

AVAILABLE DECEMBER 2025 & JANUARY 2026 (1 week min)!Beach & Tennis Club, Building #3, 7th Floor StudioDiscover the perfect getaway at this recently renovated and newly furnished (July 2024) studio at the Beach & Tennis Club. This beautifully updated studio has everything you need for...

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$192
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

About this space Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has...

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$112
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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$305
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.