30 Best Manasota Key Vacation rentals on Holiday Lettings - Beach rentals

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32 Vacation rentals

(62) Excellent 

24

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Manasota Key is one of the most beautiful areas in Florida. It is a quiet, underdeveloped Key with the most gorgeous beaches. There is water on both sides of the Key - Lemon Bay on one side and the Gulf on the other. The location of our development is perfect - the …see more

from $150 / night

$770 - $820 / week

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from $150 / night

14

Vacation villa in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.48 mi
  • Swimming pool
This charming free standing Villa is the perfect seasonal get away! Located on Manasota Key ( a beautiful barrier island on Florida's southwest coast ) just steps across the street from the beach! Dining, boating, fishing, shops are just steps away. Enjoy the gorgeous s …see more

from $125 / night

$875 / week

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from $125 / night

11

Vacation home rental

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
On private beach, with beach chairs, umbrella, towels on the patio. Walk out the patio to your beach chair and relaxing swimming in the Gulf of Mexico. There is a kitchen with a breakfast bar that opens to the dining/living area with a sliding door to the patio. The b …see more

from $129 / night

$826 - $1475 / week

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from $129 / night

27

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fantastic Direct-Beachfront 3 Bed/2.5 Bath corner unit with breathtaking views of the Gulf of Mexico located on the 2nd floor! This nicely decorated and sizable unit has a screened lanai, King size bed in Master bedroom, Queen bed in one guest room and two twins in the …see more

from $150 / night

$1050 - $1800 / week

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avg. 3 hours 12 minutes

from $150 / night

18

Apartment rental in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
A piece of paradise is awaiting you in this scenic setting between Sarasota and Ft. Myers. Our 1700 square foot 3 bedroom 2.5 bath beauty is situated right on the Gulf of Mexico. The beautiful condo was built in 2005, with views from many angles, many upgrades and comes …see more

from $200 / night

$1400 - $1950 / week

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from $200 / night

(1) Excellent 

11

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Easily accessed 1140 sq. ft. first floor unit located in the La Coquina Condominiums on Manasota Key an attractively landscaped Gulf Front complex with a heated swimming pool and covered parking directly on the Gulf of Mexico. This unit has central air conditioning, a w …see more

from $158 / night

$1100 - $1175 / week

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from $158 / night

18

Vacation home with golf nearby in Manasota Key

Southwest Gulf Coast / Manasota Key

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Charming two bedroom, two bathroom, two story single family home on oversized lot located just one house back from the beach! Tastefully decorated throughout, fully equipped new kitchen and full size washer/dryer. The home is 1600 SF under air and and 2200 SF under ro …see more

from $200 / night

$925 - $1300 / week

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from $200 / night

(1) Excellent 

12

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Our home is beautifully situated on a double lot on the preferred South end of the Key. The beach is just steps away, 5 small beach lots. Our street just dead ends into the beach. You do not need to cross private property. Very few streets have this access. Shells …see more

from $169 / night

$1183 - $1470 / week

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from $169 / night

12

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Air conditioning
  • Pet friendly
Beautiful Manasota key apartment Steps away from the beautiful Gulf of Mexico Neat and clean one bedroom apartment sleeps 2, full kitchen ,living room area with comfortable sofa , Florida style rattan dining set , outdoor patio set with four chairs and an umb …see more

from $79 / night

$623 / week

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Responds fast!
avg. 37 minutes

from $79 / night

(1) Excellent 

6

Apartment rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
My place is close to the beach, restaurants and dining, and family-friendly activities. You’ll love my place because of the location and the coziness. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Ho …see more

from $126 / night

$882 / week

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Responds fast!
avg. 2 hours 24 minutes

from $126 / night

(1) Excellent 

8

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This condo is located in beautiful Englewood Florida. It has access to a private beach on the Gulf of Mexico which is less than a 2 minute walk from the unit. There is also a dock located on the intercoastal waterway perfect for fishing. The intercoastal waterway is …see more

from $178 / night

$977 / week

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Responds fast!
avg. 55 minutes

from $178 / night

(62) Excellent 

24

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Rated #1 on TripAdvisor for Specialty Lodging in the area! We are located on Manasota Key off the coast of the Gulf of Mexico. Englewood is just across the bridge with no tolls. A small and delightful enclave of only eight lovely Old Florida style two-bedroom units, …see more

from $160 / night

$800 - $1425 / week

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avg. 1 hour 0 minutes

from $160 / night

(2) Excellent 

12

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Old Florida Charm, in a newly renovated and comfortably appointed cottage, steps from Manasota Beach, and Lemon Bay. It is only a short walk to the the glorious Manasota Beach, where you can watch beautiful sunsets, stroll the beach looking for fossilized sharks teath, …see more

from $65 / night

$550 / week

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avg. 1 hour 12 minutes

from $65 / night

35

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
100 STEPS TO THE SANDY BEACH, AMAZING VIEWS. HOUSE DECOR IS TOMMY BAHAMA/KEY WEST. EVERYTHING IS FURNISHED IN THE HOUSE FROM LINENS, COOKWARE, SPICES, BEACH CHAIRS...ISLAND LIVING AT ITS FINEST. WALKING DISTANCE TO RESTAURANTS, BARS, WATER SPORT RENTALS, FISHING, ETC …see more

from $400 / night

$2100 - $3500 / week

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from $400 / night

8

Apartment rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Sun Kissed unit A My place is steps to Manasota Key Beach, Stump Pass Beach State Park,, restaurants and nightlife, family-friendly activities. You’ll love my place because of the location and the coziness. House Rules No smokingNo parties or eventsCheck-in is after 3 …see more

from $126 / night

$882 / week

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Responds fast!
avg. 2 hours 24 minutes

from $126 / night

15

Vacation villa with swimming pool in Manasota Key

Southwest Gulf Coast / Manasota Key

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
This gorgeous 4 bedroom home is located on half an acre on a quiet residential street in a private location. The villa has a large floor plan with spacious kitchen, small dinette, living area with large TV, another lounge area and a separate dining area. The large maste …see more

from $184 / night

$1284 - $1593 / week

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from $184 / night

(1) Very Good 

14

Home rental in Manasota Key with swimming pool

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A beautiful and lovely, 3-bedroom, 2-bath villa with a 2-car garage, your seasonal home away from home is extra comfortable with brand new furnitures , linens and a flat-screen TV. The lanai is screen-enclosed. Bring your laptop-- this property also includes internet. L …see more

from $134 / night

$937 - $1217 / week

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from $134 / night

9

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Manor Park is called so because it is as big as a Park. On an acre and a half and set deeply back from roads against a Lemon Bay creekfront, the privacy and usefulness of Manor Park is its main feature. With a caged pool, rolling lawns for strolling, games and gathe …see more

from $285 / night

$1800 - $2080 / week

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Responds fast!
avg. 3 hours 38 minutes

from $285 / night

8

Manasota Key Vacation apartment rental

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
My place is close to restaurants and Night life, the beach, and family-friendly activities. You’ll love my place because of the location & the coziness. The space -Accommodates: 4 -Bathrooms: 1 -Bedrooms: 2 -Beds: 2 -Check In: Anytime after 3PM -Check Out: 10AM -Proper …see more

from $126 / night

$882 / week

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Responds fast!
avg. 2 hours 24 minutes

from $126 / night

13

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
100 steps to the Gulf of Mexico. Private beach access, peace and tranquility. An abundance of sea life steps from your front door- including dolphins, manatees and sea turtles. World-class fishing, shelling, kayaking and birding. Located over the Sarasota County lin …see more

from $325 / night

$2100 / week

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from $325 / night

7

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Air conditioning
  • Pet friendly
My place is close to restaurants and dining, steps to beach access, and family-friendly activities. You’ll love my place because of the location & the coziness. House Rules No smoking Check-in is after 3PM Safety features -Smoke detector -First aid kit -Safety card -F …see more

from $120 / night

$840 / week

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Responds fast!
avg. 2 hours 24 minutes

from $120 / night

22

Vacation home with shared pool in Manasota Key

Southwest Gulf Coast / Manasota Key

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
BEACH AMORE Immediately begin to absorb the turquoise water views from your living room. Wake up to the soothing sound of the waves, start enjoying sun, sand and sea and watch the spectacular sunsets. Private driveway and parking in front of the house. This wonderful ho …see more

from $560 / night

$3850 - $4235 / week

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avg. 29 minutes

from $560 / night

33

Vacation apartment with shared pool in Manasota Key

Southwest Gulf Coast / Manasota Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Escape to this 1-bedroom, 1-bathroom vacation rental condo in Manasota Key, Florida for the ultimate beach getaway! With accommodations for 4, this condo is great for a romantic getaway. Located on beautiful Lemon Bay, you can experience the Gulf of Mexico from a privat …see more

from $100 / night

$700 - $1015 / week

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avg. 32 minutes

from $100 / night

(1) Excellent 

32

Vacation home rental

Southwest Gulf Coast / Manasota Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Looking for some R&R? Look no further. This Fully remodeled 3 bedroom, 2 bath home sits on Godfrey Creek with Direct access to Lemon Bay and the Gulf of Mexico. The house has working boat davits and boat ramp. Fish from the back yard, check out the manatees, or bird …see more

from $100 / night

$699 - $1000 / week

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from $100 / night

16

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our condo is located on beautiful Manasota Key, the jewel of the Florida south coast barrier islands. Only eight condos total in this development and we are the Owners! #1-D is an upper unit with views of the water. All of our condos are two bedrooms but this is ou …see more

from $175 / night

$875 - $1150 / week

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Responds fast!
avg. 1 hour 0 minutes

from $175 / night

33

Home rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
ONLY 130 WALKING STEPS AND YOUR FEET ARE IN THE SAND ... YOUR LOOKING AT THE GULF OF MEXICO . RELAX , VACATION HAS STARTED . LET THE MAGIC OF THE SALT AIR FEEL YOUR SOUL . YOU CAN WATCH THE SUNSET ON THE BEACH AND WALK ACROSS THE STREET AND WATCH THE SUN COME UP . BOT …see more

from $300 / night

$1600 - $2500 / week

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Responds fast!
avg. 1 hour 31 minutes

from $300 / night

19

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Great views of the Gulf and beach from this newly remodeled beach house. Step out from your house onto your 32 foot deck. There are great beach views and large flat panel TVs with Comcast & High speed internet.There are three bedrooms, each with flat panel TVs. The mast …see more

from $272 / night

$1900 - $2600 / week

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avg. 2 hours 17 minutes

from $272 / night

22

Manasota Key Vacation home rental

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Relax in your 2 Bedroom vacation home just steps away from the beach..,or 1 Bdrm rear apt. available can be rented separatly or as a 3 Bdrm.,, .Master bdrm has a Queen size bed, Guest room has 2 twins...Beautiful Manasota Key is known world wide for it's sharks teeth, B …see more

from $89 / night

$750 - $850 / week

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Responds fast!
avg. 37 minutes

from $89 / night

15

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
If you like to view the Gulf of Mexico and listen to the surf gently roll on to the beach in privacy, this your place. Have breakfast on one of the 4 patio-lanais overlooking the beach and Gulf on new patio furniture or have a drink as you watch the sun set on the Gulf. …see more

from $236 / night

$1651 - $1976 / week

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from $236 / night

20

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our condo is located on beautiful Manasota Key, the jewel of the Florida south coast barrier islands. Only eight condos total in this development and we are the Owners! #1-A is our only pet friendly condo and is a lower unit. We may allow multiple pets but do not all …see more

from $165 / night

$860 - $1150 / week

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avg. 1 hour 0 minutes

from $165 / night

27

Condo rental in Manasota Key

Southwest Gulf Coast / Manasota Key

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Have morning coffee as the sun rises over Lemon Bay. Enjoy cheeseburgers on the beach broiled from our patio grill. Watch as the sun disappears into Gulf while sipping cocktails on the beach. Fall asleep to the sound of soothing surf below. Enjoy long beach walks: exper …see more

from $243 / night

$1695 - $2795 / week

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from $243 / night

14

Manasota Key Vacation bungalow accommodation

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Tiki on the Bay is a great place to kick back and relax, watch the beautiful sunsets, fish, boat or spend the day strolling along historic Dearborne Street in Old Englewood. We are a quaint community situated on the Lemon Bay Intercoastal Waterway with beautiful Manasot …see more

from $185 / night

$780 / week

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from $185 / night