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Florida Snowbird Vacation Rentals

(3417 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 Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Tastefully remodelled,granite,turn key,newly furnished 1st floor 2BR 2BA,Brookside model, 1232sq,ft,open floor plan condo with tropical view on 38 acre lake.Fully furnished and freshly painted thruout with TV in living room and both bedrooms,Kingbed in master,twin beds in 2nd bedroom and pullout in living...

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Featured review

"Great"

Beautiful condo. Had everything we needed. Owner was helpful when contacted. Great view of the golf course. We have booked it for next March.

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$160
avg per night
Destin House
Sleeps 12, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights - Private screened pool and spa with TV, grill, and lounge area - 6-seater street-legal golf cart for quick beach runs (included) - Just 1,800 feet to the beach and The Crab Trap restaurant - Spacious open floor plan with 12-foot ceilings and upscale décor - Chef’s kitchen...

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$409
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
46 reviews

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026. For a one week stay this is over a $200 value free.Welcome to our beachfront one-bedroom condo! If you're dreaming of a perfect beach getaway, this is the place for you. Ideal for couples, solo...

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Featured review

"Girls Trip"

Had a great time! Great location will come back!! It was a great time!! Great places to eat and shopping.

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$152
avg per night
New
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Daytona Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Daytona Beach

Key Amenities

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

About this property

Luxury 2 bedroom, 2 bath Penthouse is located in the gated community of the Marina Grande. Amenities include 2 waterfront pools, spa, steam room, workout facilities, yoga room, 18 seat private theatre (Appt. needed), game room and much more. Condo is turn key with spectacular sunrise and sunset views....

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$80
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

luxury living with this exquisite Diangelo II second-floor unit, nestled within the prestigious Ave Maria Nation Golf and Country Club. This 2-bedroom, 2-bathrooms plus Den has a sleeping option and office space residence offers a unique blend of sophistication and comfort, all set against the backdrop...

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Featured review

"Great Place"

We had a wonderful time at Ashok’s place at the National, Ave Maria. The condo is well kept and clean. We did stay for 3 months and found that a few things were needed for a long stay. Ashok met our...

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$208
avg per night

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Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Very nice view of wildlife and golf course."

Ave Maria is a nice small quaint community, The National is a bundled golf community still being built. The condo is very comfortable and in a good location. We enjoyed our stay and the golf course and...

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$171
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to this beautifully redone single-family home in the heart of Naples—available as a seasonal rental! Featuring elegant marble floors throughout, this bright and airy residence is filled with natural light, creating a warm and inviting atmosphere. The open layout seamlessly blends style and...

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$238
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Cape yacht club

Key Amenities

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

About this property

4 Bedroom renovated villa on a corner lot, 200 ft gulf access canal with intersecting canal views, a dock and tiki deck and large L shaped pool and separate spa. Very private lot. I am new on this site as a Vacation rental owner but have been on VRBO for many many years. Hence the reason for no reviews...

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$259
avg per night
Flagler Beach House
Sleeps 6, 3 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

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

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Featured review

"Palm Coast"

Nice property in a great community. Close to the beach, pool, and St.Augustine. Safe and easy to get around.

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$257
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Turtle's Getaway! You will be close to everything when you stay at this SALTWATER pool home with over 2200sq ft in the SW Cape Coral. Your family will love your stay here! Located just off Veteran's Parkway & 20th Ave btwn Surfside and Chiquita Blvds, it is close to restaurants,...

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$208
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$200
avg per night
Navarre Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 75 yards to Navarre Beach

Key Amenities

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

About this property

**BOOK THROUGH OWNER. EMAIL FOR QUOTE. CHECK SPAM FOR EMAILS****NEW BALCONY FURNITURE** ***We also have a 3 bedroom unit @ (dot)com/10083 and 17763 **** Come and enjoy our 1500sf, 2-bedroom (Master has King bed/Guest has Queen & Twin Bunks) and 2 bath (Master has large garden tub w/walk-in shower/Guest...

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Featured review

"Perfect stay at Peace of Heaven"

My husband and I had a great time in Navarre staying at the Peace of Heaven condo located in the Beach Colony Resort. The condo was beautifully decorated and was in a great location with amazing views....

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$323
avg per night
Fort Pierce Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 25 yards to You are on the beach

Key Amenities

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

About this property

Beautifully appointed oceanfront condo 1,600 square feet with two bedrooms and a den, two full bathrooms, updated kitchen and living area with a walkout porch directly to the beach. Relaxing view of the ocean from living areas and master bedroom. There is a large dining area with seating for six in addition...

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Featured review

"Perfect family friendly beach condo"

The beach front condo has everything you and your family will need. The beach is steps off the back porch. The condo is spacious and well equipped. You will feel at home when you stay here.

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$193
avg per night
Key Largo House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 2 miles to John Pennekamp

Key Amenities

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

About this property

Stunning 4-Bedroom, 3-Bath Waterfront Home in Key Largo This modern, gated 4-story residence offers the perfect blend of luxury and comfort. • Spacious 4 bedrooms / 3 bathrooms, including two master suites • Electric gate entry, EV-ready with Tesla wall charger • Bright new pool...

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$300
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This condo has one of the best views on the Island!!! Water view from every room! Master bedroom overlooks the Gulf, Guest bedroom overlooks the bay. Windows everywhere! New kitchen and bathrooms, new tile and furniture 11/2020.The master bedroom has a king-sized bed, flat screen TV and its own...

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Featured review

"Great location with beautiful views"

Really enjoyed our stay at this beautiful condo on ft Myers beach! Has a great view from about every room. The owners are really great and so easy to work with if you have a need. It was in a great location...

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$384
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Right downtown Delray Beach there is a Tropical Paradise, The Garden of Eden, peaceful and quiet, but only steps to Atlantic Ave, main street. This is where everyone wants to be. Total new restoration, light, bright and clean. Everything new. 2 br 2 bath. sleeps 4 with split bedrooms. Outside patio deck...

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Featured review

"Great Getaway!"

This is the perfect location to relax in a nice, quiet neighborhood that is within walking distance of Downtown Delray. It's filled with lots of restaurants, shopping and nightly entertainment. Everything...

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$173
avg per night
Ramrod Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 8 miles to Bahia Honda State Park in the keys

Key Amenities

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

About this property

Ocean access waterfront canal with 40’ dock and all the fixins. Looe key reef straight out canal. 2/2 house with nice size porch

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Featured review

"A MONTH IN THE KEYS! WHATS NOT TO LIKE!"

I was really worried house was going to be too small, as it is a 2 bedroom. We ended up having plenty of room. Beds were very comfortable and A/C would freeze us . Dock was plenty big for our 35’ center...

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$124
avg per night
Punta Gorda Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

AVAILABLE, WEEKLY, BI-WEEKLY-MONTHLY......Come enjoy your Marina get-away condo in popular Burnt Store Marina. Turnkey furnished condo within a short walk to the Marina Yacht Basin with fabulous views of marina life and evening sunsets. Beautiful 1 Bedroom/1bath with tile flooring throughout, plus enclosed...

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Featured review

"Quiet condo right on the marina!"

Nice quiet location with really good restaurant across street from the condo. Condo was clean and well stocked. I will definitely stay here again.

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$125
avg per night
Little Torch Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Meet your perfect vacation getaway, Maracaibo Manor! Located on Little Torch Key in the highly desirable Jolly Roger Estates neighborhood, with excellent deep water access for boating, diving, fishing and snorkeling at the famous Looe Key Reef.This roomy home has two bedrooms and two bathrooms upstairs,...

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$320
avg per night
Orlando House
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Providence - Davenport, Florida is only 20 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with...

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Featured review

"Deyonny Birthday Vacation"

The house was clean and decorated nicely. The master bedroom had a king size bed that was ultra comfortable. The kitchen was equipped with all the necessary tools to prepare meals. The best part of...

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$209
avg per night
Orlando House
Sleeps 14, 7 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Terra Verde - Kissimmee, Florida is an upscale gated community located just 8 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that...

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Featured review

"Disney Vacation"

We have an Amazing time in Orlando and the home we rented made ithe vacation even more enjoyable. When I return to Orlando I will definitely rent another home with your Company. Thanks for the your Professional...

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$226
avg per night
New Port Richey Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...

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Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Edgewater Beach Resort Condo PCB Beautiful condo in the exclusive Edgewater beach resort. 110acre paradise - the only true resort in PCB. Largest lagoon pool on the beach. 11 pools total, 4 hot tubs, tennis, golf, pickleball, basketball, shuffleboard, Never have to leave. Edgewater mall acrooss...

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Featured review

"Needed vacation PCB"

I really did not know just how much I needed this vacation until I got here. WOW!! What a beautiful condo and you've taken the initiative to have beautiful and comfortable furniture that's really high...

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$226
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

THIS UNIT HAS BEEN PROFESSIONALLY REDECORATED. NEW PICTURES COMING MARCH 1ST!!!!!!Welcome to Tropical Sun & Palms Oasis in Heritage Landing Golf and Country Club, Punta Gorda, Florida! Experience the perfect getaway in this beautifully furnished 2-bedroom oasis, featuring a den with a convenient...

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Santa Rosa Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Spooky Lane Beach Access

Key Amenities

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

About this property

Our three-bedroom/three-bathroom house is located in a peaceful gated community: Old Florida Village, situated in the heart of Santa Rosa Beach. Just steps from scenic 30A, you can walk 10 minutes to the beach or bars with live music! The neighborhood even has 2 swimming pools to enjoy. We have 3 bedrooms...

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$148
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Service Park

Key Amenities

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

About this property

Completely renovated, modern, open/split floor plan design South Venice home with lania covered oversized, heated, salt pool. Two large living areas with 3 bedrooms sleeping 8 to accommodate large family, two families, or multiple couples. Four sliders from living area, kitchen, and master bedroom provide...

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$329
avg per night
New
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Perched gracefully on the southernmost corner of the top floor, this turnkey furnished penthouse residence at Grand Isle Towers offers an unparalleled vantage point overlooking the marina channel entrance, Charlotte Harbor, and the South Marina Basin. With nearly 2,500 sq ft under air, every detail of...

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$233
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$188
avg per night
Orlando House
Sleeps 16, 8 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will...

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$488
avg per night
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is May 7, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers on...

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Featured review

"Wonderful condo"

My wife and I spent the month of March in this beautiful condo. A very well equipped unit on a beautiful beach in Sand Key….gorgeous views of the sunset every night on the beachfront balcony & the same...

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$237
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...

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Key West Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 800 yards to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private town home (one of only seven available for...

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Featured review

"Island Magic"

Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!

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$466
avg per night
Orlando House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...

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Featured review

"Beautiful House"

My family and I stayed at this house for 2 weeks, it worked out really well for us, the house was spacious, decorated beautifully and we really loved the pool and spa, we will definitely stay at this house...

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$165
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NEWLY REMODELED RENTAL - Beautiful D Building, 5th floor BEACHFRONT condo in the 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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$378
avg per night
Orlando House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

PLEASE NOTE: Regal Palms charges a $22.40 resort fee per townhome (not per person) per day which is not included in our nightly rates below. This fee is not included in the quote on this website. Guests will pay this fee (which is inclusive of tax) upon arrival at Regal Palms.Regal Palms Resort...

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$139
avg per night
Orlando Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Serenity Resort- Clermont, Florida is a community located just 8 miles from Walt Disney World. This family-oriented resort sits nestled just off US 27 in Clermont, Florida and is one of the most desired tourist areas in the Orlando area. During your stay, you will enjoy this well-appointed townhome that...

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Featured review

"Family Vacation"

House was great with the exception of the bathrooms’ showers (having some rust and the corner of the doors molding).Then boys wanted a bigger pool. :-)

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$116
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise! Rent 3 Months During Season 2026 and get month of APRIL FOR FREE !!! (Book Jan, Feb & March 2026, Receive Month of April at no additional charge)This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms,...

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$142
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Across the street

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Down By The Bay! Miramar at the Moorings! This renovated fourth floor 2 Bedroom/2 Bath condo presents wide views of the bay via floor to ceiling windows and offers beach access directly across the street. Gorgeous porcelain tile floors, a beautiful kitchen, neutral colors, and lots of natural light, give...

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$267
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

FIVE STAR RATED BY OUR GUESTS! Please read our reviews! We are in Tower II (West) DIRECTLY on the beach. (Tower 3 is across the street, make sure you check!) FREE BEACH SERVICE (Contracted through 2026). ASK US ABOUT PREMIER / RESERVED PARKING! We have a premier, reserved parking space available in the...

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Featured review

"Amazing Vacation"

What a beautiful condo! I’ve stayed here twice…girls trip then brought the family back! Perfect corner Unit with stunning views. Very clean and updated. Huge balcony with tons of seating. Walk to...

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$380
avg per night
Cudjoe Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This 3 bedroom 2 bath home is located on Cudjoe with easy access out to the open water. Bring your boat up to 26`and take out the kayaks provided at this home. There is ample room for outside activities, a BBQ grill and downstairs bait/beverage refrigerator.The master bedroom has a king bed and there...

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$268
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful lake view large ground floor condo. Both front and rear heated / air-conditioned glassed in secure lanai's appointed with ceiling fans with light kits, with 1 new king sized remote controlled bed for late night reading. 1 queen sized bed, 1 full sofa bed and 3 twin beds with 2 full...

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Featured review

"Lovely view"

We enjoyed the condo very much. It was well stocked and the view was great. The unit was also convenient to stores and beaches

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$158
avg per night
Pompano Beach Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Oversized 1 bedroom, 1 bathroom, 2nd floor apartment located 1 block west of the beach. Perfect home base for remote workers or guests relocating to South Florida. Connect your devices to the fastest internet - speeds up to 1300mbps. Fully stocked kitchen. 2 BBQ grills. The bedroom includes a queen size...

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$157
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

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$2,259
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Great News-- AVAILABILITY for SPRING/ SUMMER/ FALL 2026 - for a 2Bed/ 2Bath- Direct Ocean/Beachfront -Top Penthouse Floor - Beautifully remodeled!We own 2 PENTHOUSE TOP-FLOOR BEACHFRONT CONDO UNITS - both are 2 Bed/2 Bath- SAME FLOOR PLAN, beautifully furnished! We have included pictures...

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$185
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

please find more information and all contact details on our personal homepage (see "Links")-----------------------------------------------------------------------------------Our generous and luxurious vacation villa with approximately 2100 sqf is located in a quiet part of SouthWest...

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Featured review

"Relaxation and Comfort at Villa Almost Heaven"

The time we spent at Villa Almost Heaven was amazing — a truly uncomplicated and relaxing experience. The villa is located in a calm and peaceful neighborhood, with shops, restaurants, and opportunities...

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$152
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.7 miles to Olde Naples Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,200/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $4,890 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included)....

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$115
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style...

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$447
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Sanibel Island

Key Amenities

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

About this property

Property Overview - Another piece of paradise in sought after Punta Rassa. Open concept recently remodeled kitchen, granite counters and back splashes, cherry wood cabinets, roll out shelves, coffered ceiling with recessed lighting, crown molding, newer appliances. Raised panel doors, all windows have...

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$250
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.