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Florida Snowbird Vacation Rentals

(3350 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.

Seminole House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Madeira Beach

Key Amenities

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

About this property

This spacious Seminole home has so much to offer. Located in Lake Pearl Estates, a well-kept subdivision with sidewalks and streetlights. It has 3 bedrooms, 2 bath, 2 car garage, a 3-car wide driveway & a double gate to park a boat or RV. All rooms have smart TV's, the family room also has cable....

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Featured review

"Lovely home in need of some TLC"

We rented this property for two months and were pleased with the property. However simple maintenance could be improved. The interior of the house is well kept but window sills, light fixtures and ceiling...

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$243
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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$145
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
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax with the whole family at our getaway. Our coastal home is clean, comfortable, and intentionally uncluttered, offering all the basic essentials for a simple, stress-free stay. It's warm, welcoming and a home. Thoughtfully set up—including wheelchair accessibility.

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$93
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

I have 4 Units at Venetian Palms please ask about availability. Couple units available for April please ask about the rate Fantastic, NON-Smoking, very clean, large 2 bedroom/2 bath condo in Venetian Palms Luxury Condominiums. Venetian Palms is well maintained and very quiet community. Centrally...

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Featured review

"Great agent"

We had a medical emergency with my Mom, and Olga was great to work with us to help us with our rental. We will definitely use her again to make our arrangements!

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$60
avg per night

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Fort Myers House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The house is located on a 1.25 acre lot of land with many big old oak trees and tropical plants, in the highly sought after neighborhood of Iona. It's truly a rare gem for its size, its proximity to Fort Myers beach, Bunche Beach, Sanibel Island and Cape Coral, yet maintaining a feel of country living....

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$102
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience unparalleled luxury in this breathtaking Bay Creek floorplan, where stunning views of the Golf Course and Lake stretch as far as the eye can see. Boasting over 2,100 square feet of opulent living space, this rarely available 2nd-floor coach home is designed to impress. The open-concept layout...

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$210
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
27 reviews

Key Amenities

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

About this property

We are offering spring break at up to half off the normal price. Plus we have dropped the Saturday to Saturday rule for the remainder of the year to accommodate flexible booking dates. Our normal spring break rate of $2,753 has been slashed to as little as $1,376.50 for a 7 night stay. Just $350 down...

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Featured review

"Million dollar views!"

The views are absolutely incredible and enjoyed all day long. From the first step you take into the condo, from the pool + hot tub and from the master bedroom the views are always enjoyed. The sandy beach...

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$246
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

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

Key Amenities

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

About this property

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

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Featured review

"We Keep Coming Back"

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

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$100
avg per night
Cape Canaveral Studio
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

First floor studio apartment 200 footsteps from beach access. Queen size bed. Full bathroom. Partial kitchen includes refrigerator, convection/microwave oven, griddle, sink; dishes, cookware and utensils included. Off-street parking. Private entrance with key code lock (no keys or cards to lose!). Use...

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Featured review

"Quaint Quiet & Convenient"

We stayed here for 15 nights. Only 1 short block from the beach! On a quiet street with moderate traffic. Lots of walkers enjoying the weather, most saying hello. You can feel the vibe of the little beach...

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$107
avg per night
Big Pine Key House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful house in Big Pine Key, Fl on the water. Bring your boat and have it in the water in the back of the house. Comes with everything needed for your amazing stay. There is an ice maker for your use as well. Also you are only 30 miles away from the world famous Key West.

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New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This bright and spacious condo features an open-concept layout, ideal for both relaxing and entertaining. Enjoy a private screened-in lanai overlooking the golf course, lake and lush greenery; your own peaceful escape. The unit includes two well-sized bedrooms, two full bathrooms, and a modern kitchen...

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$193
avg per night
New Smyrna Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy sunny Florida beach living at its finest. Errol By The Sea is five story complex with 130 units. All units surround a plush tropical courtyard with a paved pool deck on a white sand beach. Two large pools, one with a splash deck for small children. One pool is heated with a wind screen during the...

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Featured review

"It was a Fabulous trip from start to finish"

Our time in beautiful New Smyrna Beach started with a welcome basket from the Owner and the condo was beautifully decorated with an 'ocean' theme. The owner was very accommodating. A beautiful condo complex...

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$107
avg per night
St. James City House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks and 2 bikes for your use to explore or fish. Most popular StJames restaurants & live music are only minutes away. Enjoy the beautiful FL day & sunsets from the dock where manatees are frequent visitors.Paradise...

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Featured review

"Enjoyable Winter Getaway"

Enjoyed kayaking, fishing, lots of sunshine, & manatee visitors. Home was clean, comfortable, like new in a quiet neighborhood. Lots of live music to enjoy and parks to visit. Several Eagle’s nests and...

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$169
avg per night
Hollywood Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

• Fully equipped: Fully equipped kitchen (refrigerator, stove, microwave, etc.) • Washer and dryer for added convenience • Free on-site parking • Infinity pool with sea views • Jacuzzi for moments of relaxation • Modern, well-equipped gym • ...

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$113
avg per night
Ponce Inlet Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Southpoint Condominium. Get-away in style. This tastefully appointed, Non-Smoking, oceanfront condominium has it all and AT ONE OF THE BEST PRICES IN THE BUILDING. This unit is beautiful. Ponce Inlet is an exclusive neighborhood just south of Daytona. The beach is pristine and traffic free making it great...

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Featured review

"Excellent stay"

Literally steps from the beach, the views . The condo itself is modern, clean, and perfectly appointed. Highly recommend for anyone looking for a relaxing beach getaway!

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$225
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to this spacious, fully furnished new build featuring an open-concept kitchen, 3 bedrooms, 2 bathrooms, and a large private patio. Enjoy full access to amazing amenities: a large pool, hot tub, outdoor dining area (+$), fitness center, and a relaxing spa (+$) with massages and a sauna. For outdoor...

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Featured review

"Perfect hideaway"

Can't say enough about my experience. From booking to stay the hosts are fantastic. Condo had everything you would need for a vacation getaway. Not only would l stay again, I would recommend to anyone that...

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$88
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Relaxing Pool Home Minutes from Downtown Venice & Beaches – Sleeps 8Welcome to your perfect Florida getaway! Located just over 2 miles—and only a few traffic lights—from charming Downtown Venice, this bright and welcoming home offers the ideal blend of relaxation, fun, and convenience....

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$189
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Pool
  • WiFi

About this property

Wonderful 6/2Designer with a Screened Porch and outdoor seating. Newly Furnished & Decorated with a great location with less than 15 minutes by Cart to Brownwood Paddock Town Square. Comes with Golf Cart and everything else you need to enjoy your stay. Pet Friendly!.

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Featured review

"We would like to book for the month of March 2026."

There is no place to book for March 2026 so we decided to ask here if we can rent this home. We love the Brownstone area and this home would be perfect for us. Please let us know if this is possible. Thank...

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$121
avg per night
New
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this home is perfect for boating enthusiasts or anyone who appreciates the beauty and serenity of waterfront living. Get ready to enjoy your days lounging by the pool, sitting around the outdoor fire pit,...

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$875
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"nice rental"

Sylvie was great to work with the condo was very clean and comfortable great location will definitely stay again

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

Key Amenities

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

About this property

Make yourself at home in this lovely, new construction 2-bedroom Punta Gorda retreat located in the all-new gated Heritage Landing Golf & Country Club Community. This brand-new condo unit was professionally designed and is like living in a model home. Located on the 3rd floor (elevator access),...

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$113
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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$175
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Stay in Sunny and Vibrant St Petersburg, FL. Isla del Sol is a gorgeous community just 6 minutes to St Pete beach. Our condo in Vista Verde North is a First Floor unit with Golf course views and is steps from the relaxing heated pool and hot tub. Parking is conveniently located at your front door. Walk...

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$200
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to Bee Lovely Farms — a certified organic, regenerative paradise nestled among majestic ancient oaks, a gentle creek, and a peaceful natural spring. This chemical-free haven (no synthetics, GMOs, or additives) offers the ultimate tranquil retreat to reconnect with nature, slow down, and experience...

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$120
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your slice of paradise in Venice, Florida! Nestled within the serene confines of a gated community on the pristine island of Venice, this charming first-floor condo offers the epitome of coastal living.As you step through the entrance, you're greeted by a sense of tranquility that...

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$167
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...

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Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the tallest building on the beach. It's unique round shape offers panoramic views to the south and west. All remodeled in 2021, each room has a wall of windows with lots to see from our 9th floor vantage point. Our split bedroom plan is perfect for two couples traveling together, or...

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$222
avg per night
Key West Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Historic 2-Bedroom Cigar Maker’s Cottage – A Key West Gem!Step back in time and experience Old Key West charm in this delightful 2-bedroom Cigar Maker's Cottage, built in the 1880s. Nestled at 1008 Whitehead Street, the cottage sits just across from where a bustling cigar factory...

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Venice Villa
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 1 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Venice Island getaway! We have 2 one bedroom units and one studio available. Those bright and beautiful apartments, are located within walking distance between downtown and the beach. This unit is available to be rented for the following months:1 bedroom (king size bed) 531 Granada and 535 Granada,...

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$150
avg per night
Boynton Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Boynton Beach Municipal

Key Amenities

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

About this property

Located on one of the most private lots in Palm Beach Leisureville, you'll love this beautifully furnished updated 2 bedroom/2 bath bright and airy home in a wonderful golfing community located in Boynton Beach Fl. Just pack your toothbrush!Featuring an updated kitchen with granite counter tops...

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$120
avg per night
The Villages Villa
Sleeps 2, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Colony style corner lot. Ranch style. One floorFully furnished. TVs in all rooms Wifi access. Designer decorated. Two bedrooms and two baths.Guest bedroom has two full size beds and a tv. Master bedroom has a queen size bed. With a tv. Mattresses r firm. No saggingKitchen is an eat...

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Featured review

"Not renter friendly"

Beware! We thought our visit had went OK even though the water heater was broken and we were without hot water for five days. The location was excellent but the villa was not renter-friendly. Too cluttered—we...

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$67
avg per night
New Smyrna Beach House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Quiet Community, Community pool, 7 miles from the beach Whether you’re here to surf, sail, or fish in the Atlantic Ocean, witness the Daytona 500 at the Daytona International Speedway, or savor fresh seafood and cocktails at sunset with waterfront dining after a day of shopping on Famous Canal...

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$133
avg per night
Cocoa Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to Cocoa Beach

Key Amenities

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

About this property

A quiet, small (25 unit}, friendly condominium, gated private community, assigned parking, private beach access, outdoor shower, 4th-floor, north end unit. Great to view rocket launches. 3 Bedrooms (1 King, 2 Queens, Full sleeper sofa), 2 full Baths, Washer/Dryer, Microwave, Dishwasher, Cable TV/Wi-Fi,...

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Featured review

"Great vacation spot!"

This was our second time staying here. It’s a lovely condo with plenty of room for a large family. It has a great view of the ocean and rocket launches. Beach chairs, beach towels and beach toys are...

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Punta Gorda Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal Turnkey Furnished Rental - 1st floor end Carolina unit – 2/3 bedrooms, 2 bath, possible office, luxury condo located in the beautiful gated community of Heritage Landing. Built in 2021, this stunning floorplan offers a gorgeous open concept and tons of amazing upgrades including granite...

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$83
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This newly updated, beautiful home has a canal on two sides and includes a fishing dock! The palms trees and landscaping around the home offers our visitors a peaceful and private setting. Whether you have spent the day at the beach (located just 15 min away) or a day on the golf course (choose from...

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Featured review

"Lovely Rental"

We stayed here for 3 weeks the end of November into December. The villa is in a perfect location for everything. We found it to be very comfortable, homely and well stocked with everything and more! The...

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$158
avg per night
New
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to park: 66 miles to Disney's Animal Kingdom

Key Amenities

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

About this property

Three bedroom two bath home in The Villages Amelia Neighborhood 2 miles from Lake Sumter Square Two seater golf cart included with rental

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Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area....

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$83
avg per night
Babcock Ranch Townhome
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short-Term or Seasonal Rental – Fully Furnished! Available for 30 days up to 6–12 months.Enjoy resort-style living in this beautifully furnished home in a brand-new golf and country club community near Founders Square—just a short walk to the clubhouse and golf pro shop.This...

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$150
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This property has amazing views from both the front and back lanai. The unit is extremely clean and updated regularly. The unit features tile and granite throughout with upgraded furniture in all of the rooms. Wireless internet is provided along with cable TV throughout the unit. The condo is well equipped...

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Featured review

"Thrilled to have found this wonderful Bonita Beach rental on Florida Rentals"

Bonita Beach Club is a warm and welcoming community with friendly people and incredibly beautiful, well manicured grounds. Working directly with the owner was a big plus for me. Our owner was very accommodating...

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$200
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Margarita Manor – Your Tropical Escape in the Florida Keys!Set your watch to island time and relax at Margarita Manor, a vibrant waterfront oasis perfectly suited for sun-chasers and boating enthusiasts alike. Located just moments from open Atlantic waters, this breezy retreat offers...

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$255
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 2026, at $1650/month for 5-6 month lease. Higher rates for shorter terms.**.**Available December-March 2027 at $2750/month for 3-4 month lease. Higher rates for shorter terms.**.Cozy, recently remodeled surf pad, short walk (one block) to beach and a nice surf break....

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$58
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Marco Island

Key Amenities

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

About this property

2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....

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Featured review

"wonderful condo in great location"

Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!

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$100
avg per night
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cedars East (0.6 mile walk) offers monthly memberships for tennis/pool/fitness center. The living area, kitchen and half bathroom are downstaris. Upstairs is the master bedroom with king bed and guest bedroom with 2 twins. Beach chairs, umbrella, wagon, treager grill all included. 60 day minimum during...

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Featured review

"Highly recommend!!"

We just spent 2 months at Tim’s condo and can’t speak highly enough about it! The location is perfect, mid island, walk to beach, on the canal which is just beautiful!! It’s great to have 2 floors...

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$133
avg per night
Ponce Inlet Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

7th floor 3 bedroomsbedroom 1 king bed bedroom 2 double and 1 single bedroom 3 double

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Featured review

"Wonderful"

We had an amazing time staying in your condo and would recommend it to anyone. Fantastic location right on the beach and a easy walk to several good spots for drinks and food

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$271
avg per night
Davenport House
Sleeps 11, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A luxurious and spacious home with private pool located in a quiet community near major Central Florida attractions, only 15 minutes from Disney parks.This gorgeous and spacious home is located in the prestigoius community of Hampton Lakes, off Highway 27, in Davenport. Looking for a place to stay...

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Featured review

"Awesome"

Everything was perfect couldn’t ask for better. Accommodations and the people communicating with us was first rate.

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$155
avg per night
Kissimmee Condo
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney’s Animal Kingdom Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This huge 1650 sqft condo has 4 bedrooms and 3 full bathrooms. It is located at Sun Lake Resort, just 2 Miles to Disney world Florida.sleeping accommodations for 8.* King-size Master bedroom with bathroom* One queen size sofa bed in family room for extra guests* One 40" HDTV(free...

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Featured review

"Nice Vacation Condo Rental"

Located near Disney, shopping, restaurants. Everything on 1st floor was wonderful for a group of oldsters!

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$121
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.4 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right...

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$200
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This 1st floor condo in central Naples has convenient access to the beach, North Naples, 5th Ave S, plus stores and restaurants right down the street. It has a pool, hot tub, clubhouse, propane grills, and tennis/pickleball courts available for your use. There are plenty of sidewalks nearby for walking...

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$78
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
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.