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Havana, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Havana, FL

Top-Rated Vacation Rentals near the City Center in Havana, FL

These vacation rentals in the downtown area of Havana, FL offer unbeatable walking access to vibrant local life, dining, and culture.

Midnight & Magnolia | Private Pool Speakeasy Vibes - Havana, FL
9.4 44 reviews

Midnight & Magnolia | Private Pool Speakeasy Vibes

apartment, Havana
This luxurious 4-bedroom, 3-bathroom home is situated on the outskirts of Tallahassee, Florida, approximately 14 miles from the Florida State Capitol and Florida State University, offering easy access to both Tallahassee and nearby Georgia attractions.
This pet-friendly rental boasts a private pool, screened porch, fire pit, fully equipped chef's kitchen, and can comfortably accommodate up to 12 guests with two master suites, one including a jacuzzi tub.
The Cottages, Unit 2 - Havana, FL
9.9 20 reviews

The Cottages, Unit 2

apartment, Havana
The Cottages, Unit 2, a two-bedroom Havana rental, is located approximately 20 minutes from Tallahassee and Bainbridge, Georgia, and 45 minutes from Thomasville, Georgia, offering a peaceful escape from the city.
This 2-bedroom, 1-bathroom apartment sleeps 5, features a kitchen with a fridge, freezer, and microwave, air conditioning, a swimming pool, parking, internet access, and allows pets.
The Cottages, Unit 1 - Havana, FL
10 2 reviews

The Cottages, Unit 1

apartment, Havana
This Havana rental condo offers a tranquil retreat with two bedrooms and one bathroom, accommodating up to five guests, and features a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a swimming pool, and a garden.
Conveniently situated 20 miles from Tallahassee, 20 miles from Bainbridge, Georgia, and 45 miles from Thomasville, Georgia, this property provides easy access to explore regional attractions.
Midnight & Magnolia...better Than Your Group Chat Planned.. - Havana, FL
10 14 reviews

Midnight & Magnolia...better Than Your Group Chat Planned..

apartment, Havana
This Havana, Cuba rental is conveniently located near the James Messer Sports Complex and JoAnne Graf Softball Field, offering easy access to attractions like The Fun Station and Tanyard Creek Park.
This four-bedroom, three-bathroom apartment sleeps twelve guests and boasts a fully equipped kitchen, a swimming pool, a hot tub, and on-site parking.

Best Havana, FL vacation rentals with air conditioning

(5br/2ba) Renovated House For Travelers (5629) - Havana, FL
9.7 7 reviews

(5br/2ba) Renovated House For Travelers (5629)

apartment, Midway
This Midway, Utah apartment rental sleeps sixteen guests in five bedrooms and two bathrooms, and allows pets.
The 5-bedroom, 2-bathroom dwelling includes a kitchen, air conditioning, internet, and parking; further details on amenities, location specifics, and nearby attractions are unavailable.
Palmer & Tally - Fenced In Yard + Private Pool - Havana, FL
9.8 30 reviews

Palmer & Tally - Fenced In Yard + Private Pool

apartment, Tallahassee
This 4-bedroom, 3-bathroom apartment is situated in a private cul-de-sac neighborhood, just 5 minutes from I-10 and Midtown, and 10 minutes from Florida State University and the downtown business district. This Tallahassee vacation rental comfortably sleeps 12 guests and features a large deck and pool area, a fully equipped kitchen, and easy access to the Tallahassee-St. Marks Historic Railroad State Trail and Lake Overstreet Trail.
Booking Now! Lake, Pool, Spa, Man-cave, Game Room - Havana, FL
10 21 reviews

Booking Now! Lake, Pool, Spa, Man-cave, Game Room

apartment, Tallahassee
This lakeside Tallahassee rental home, located in North Tallahassee, is a 15-minute drive from Florida State University, Florida A&M University, and the Capitol building.
This 3,800-square-foot house boasts four bedrooms, three and a half bathrooms, and accommodates up to ten guests, featuring a private pool, hot tub, game room, and lake views.
Luminous & Pristine, Spacious And Serene! - Havana, FL
10 23 reviews

Luminous & Pristine, Spacious And Serene!

apartment, Tallahassee
This Tallahassee vacation rental is conveniently located 4.6 miles from Florida State University and Florida A&M University, offering easy access to local landmarks like Lake Jackson Mounds State Archaeological Site and Mission San Luis de Apalachee.
This two-bedroom, two-bathroom house sleeps four guests comfortably, boasting a fully equipped kitchen, laundry facilities, free high-speed Wi-Fi, two parking spaces, smart TVs, and a terrace; nearby attractions include the James Messer Sports Complex and The Fun Station.

Frequently Asked Questions about vacation rentals in Havana, FL

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Havana, FL

Elevate your stay in Havana, FL with a vacation rental featuring a private balcony and stunning city skyline views.

Vasco Villa, Cairo, Georgia - Havana, FL
No reviews

Vasco Villa, Cairo, Georgia

apartment, Calvary
This four-bedroom, 1800 sq ft rental home in Cairo offers convenient access to natural attractions like Harriman Circle Park, located 46 minutes away by car, and cultural sites such as the Grady County Museum and Azalea Park, both 20 minutes away.
This pet-friendly vacation rental accommodates up to eight guests and features air conditioning, Wi-Fi, a private terrace, laundry facilities, and on-site parking, with opportunities for recreation at Valley Pines Golf Club and JoAnne Graf Field.
Nice House In One Of The Best Neighborhood In Tallahassee - Havana, FL
9.0 17 reviews

Nice House In One Of The Best Neighborhood In Tallahassee

apartment, Tallahassee
This Tallahassee vacation home is located in the Killearn Lakes neighborhood, offering easy access to shopping, dining, and attractions like Theatre Tallahassee and Goodwood Museum & Gardens.
The 4-bedroom, 3-bathroom house features a split floor plan, sleeps 9 guests comfortably, includes a fully equipped kitchen and laundry, and boasts a relaxing back porch and fenced backyard.
Spacious 4br Near Fsu & A&m | Bbq, Deck, Game Room - Havana, FL
8.0 1 review

Spacious 4br Near Fsu & A&m | Bbq, Deck, Game Room

apartment, Tallahassee
This Tallahassee vacation rental is conveniently located near Florida State University and Florida A&M University, a 15-minute drive from both campuses.
This four-bedroom, two-bathroom home sleeps twelve guests and boasts a fully equipped kitchen, game room with foosball and arcade games, outdoor fire pit, and large deck with BBQ grill, perfect for family gatherings or group trips near FSU and FAMU.
Midtown At Marion Green 1br 1ba, 2 Miles Famu Fsu, 2blks Tmh - Havana, FL
No reviews

Midtown At Marion Green 1br 1ba, 2 Miles Famu Fsu, 2blks Tmh

house, Tallahassee
Vacation house. You will be based in Tallahassee.
Facilities and services include an iron, a barbecue and a terrace. Enjoy free parking with this accommodation in Tallahassee!

Choose the Right Family-Friendly Vacation Rentals in Havana, FL

Booking a family-oriented vacation rental in Havana, FL keeps you close to top city attractions for a stress-free getaway.

Serene Sage Stay Sleeps 8, 4 Bedrooms , Pool & Bbq - Havana, FL
9.4 36 reviews

Serene Sage Stay Sleeps 8, 4 Bedrooms , Pool & Bbq

apartment, Tallahassee
This 4-bedroom, 2-bathroom apartment is conveniently located just 15 minutes from Tallahassee's city center, Florida State University, and Florida A&M University, situated near Lake Jackson. The property has received excellent ratings for user experience, location, and cleanliness.
The spacious rental can accommodate up to 8 guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy the swimming pool, garden, and parking, as well as the backyard BBQ area.
Tallahassee Townhome 4 Mi To College Town! - Havana, FL
No reviews

Tallahassee Townhome 4 Mi To College Town!

house, Tallahassee
Accommodation. You will stay in Tallahassee.
Facilities and services include a dish washer, a kitchen and a barbecue.

Best Havana, FL vacation rentals with parking

Perpetually Purple House For Relaxation In - Havana, FL
9.9 54 reviews

Perpetually Purple House For Relaxation In

apartment, Tallahassee
Aqua Vista Getaway - Havana, FL
9.6 11 reviews

Aqua Vista Getaway

apartment, Tallahassee
Charming Tallahassee Family Hideaway: 5 Mi To Fsu! - Havana, FL
9.4 61 reviews

Charming Tallahassee Family Hideaway: 5 Mi To Fsu!

house, Tallahassee
Providence Cottage - Havana, FL
9.1 44 reviews

Providence Cottage

gîte, Havana

Our Favorite 5-Star Vacation Rentals in Havana, FL

Discover high-end comfort in Havana, FL with upscale rentals that prioritize luxury and guest satisfaction.

Cozy Backyard Guest House - Havana, FL
10 3 reviews

Cozy Backyard Guest House

apartment, Tallahassee

Top-Rated Pet-Friendly Vacation Rentals in Havana, FL

Discover dog-friendly vacation rentals in Havana, FL situated perfectly for city walks and nearby dog parks.

Pet-friendly Fsu Rental W/ Private Fenced Yard - Havana, FL
No reviews

Pet-friendly Fsu Rental W/ Private Fenced Yard

cottage, Tallahassee
4 Mi To Dtwn: Pet-friendly Abode In Tallahassee! - Havana, FL
No reviews

4 Mi To Dtwn: Pet-friendly Abode In Tallahassee!

apartment, Tallahassee
Tallahassee Townhome 4 Mi To College Town! - Havana, FL
No reviews

Tallahassee Townhome 4 Mi To College Town!

apartment, Tallahassee
The Fuller House! Charming! Convenient! A Straight Drive To Downtown!! - Havana, FL
10 5 reviews

The Fuller House! Charming! Convenient! A Straight Drive To Downtown!!

apartment, Tallahassee

Search Vacation Rentals with Swimming Pool in Havana, FL

Choose a vacation rental in Havana, FL with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

3 Mi To Fsu! Townhome W/ Pool Access - Havana, FL
10 1 review

3 Mi To Fsu! Townhome W/ Pool Access

apartment, Tallahassee

Explore Vacation Rentals with Jacuzzi in Havana, FL

Unwind in style with a Havana, FL vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

Booking Now! Lake, Pool, Spa, Man-cave, Game Room - Havana, FL
10 21 reviews

Booking Now! Lake, Pool, Spa, Man-cave, Game Room

apartment, Tallahassee
Upscale Ne Tallahassee Quiet, Secure Residence Fully Equipped - Havana, FL
10 6 reviews

Upscale Ne Tallahassee Quiet, Secure Residence Fully Equipped

apartment, Tallahassee
Luxurious Living, Fully Renovated W/ Amenities - Havana, FL
10 36 reviews

Luxurious Living, Fully Renovated W/ Amenities

apartment, Tallahassee
Midnight & Magnolia | Private Pool Speakeasy Vibes - Havana, FL
9.4 44 reviews

Midnight & Magnolia | Private Pool Speakeasy Vibes

apartment, Havana
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