
Condo vacation rentals in Englewood
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Top-rated condo rentals in Englewood
Guests agree: these condos are highly rated for location, cleanliness, and more.

Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

[Sunny in Siesta] King bed+5 minute walk to beach
Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent (40 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Walk to beach~Sleeps 6 (B2)
This updated 1,200 s/f vacation home with vaulted ceilings is a great place to relax after a short walk from your private beach access directly across the street. Large master suite with private screened lanai, guest bedroom/bath and fully appointed kitchen/dining with adjoining deck. All the comforts of home! Please see "other details to note" for a description of your private beach access to enjoy sunny days and superb sunsets over the Gulf of Mexico.

Elevated Beach Vibes – Bikes, Beach, Views
Perched on the top floor of a charming duplex on the south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island!

Short walk to beach 4, King bed, Dog Friendly
Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

Beachside Retreat Perfect for 2 The Salty Surfer
Guest Favorite, fully remodeled and designed for guest comfort, Unit THREE is smaller but packs a punch! New full kitchen (no dishwasher), an oversized L shaped sofa, a luxurious king bed with cotton linens, and a true twin size chair sleeper for the mini you / travel companion. A large corner yard with a firepit, hammock for afternoon naps, and a bbq grill. All our units are supplied with beach gear as the sand is right outside each door!

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Vintage Villa 35 | Steps to Beach | Pool
Welcome to Vintage Villa 35. Just steps from the Gulf in Venice Island’s Golden Beach neighborhood. This bright, design-forward coastal retreat blends beachside ease with thoughtful details throughout. Walk to the sand, then spend your days exploring nearby Sharky’s, the pier, and historic downtown Venice, all just minutes away. Guests also enjoy access to a rare Olympic-sized community pool, a nostalgic nod to the property’s 1950s roots.

Bay Breeze @ManasotaKeyCondos
We are welcoming guests post Hurricane Milton! Please note that the El Galeon East dock is in process of being rebuilt. Timing is July 2025. COMPLETELY RENOVATED IN 2024! 1st floor, open floor plan, end unit. This unit overlooks beautiful Lemon Bay and the end unit position lends to a unique panoramic view. Less than two minute walk to the Gulf Beach and just steps away from our heated swimming pool and the island's best restaurants.
Popular amenities for Englewood condo rentals
Weekly condo rentals

Private Waterfront 2 Bedroom Condo

Charming Waterfront Resort Vacation

Warm water paradise by the gulf.

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

Sunset Rendezvous Beach Condo Upper Unit #241

Gulf side condo be on the beach in minutes!

Gulf Front on Manasota Key - El Galeon by the Sea

22D Gulf View 2/2
Pet-friendly condo rentals

Jetties Pointe Cottage # 5 - 408

Key Condo located on Manasota Key

Myakka River 2/2 Private Waterfront Condo with Lof

Spot manatees from your balcony

3 Bed/3 Bath 10 minutes Manasota Beach Pool

Perfect Vacation Getaway Brand-New Sleek &Stylish

Two Bedroom, One Bath Condo, sleeps 8

Private Beachside Kitchenette
Condo rentals with a pool

Modern Siesta Key Condo 3 minute walk to beach!

Gulf Views | Walkable | Spacious

1 bdrm | Steps away to Beach and local Restaurants

La Bella Vita!

Beach & Pool Open! Direct Beachfront Condo! Sunset

Burnt Store Marina- 2BR w/ pool, marina, gulf view

Cottage on Siesta Key Beachside & Stunning sunsets

Near beach. Daily rentals. Pool. king bed
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 CAD | $338 CAD | $332 CAD | $243 CAD | $223 CAD | $221 CAD | $213 CAD | $213 CAD | $206 CAD | $217 CAD | $223 CAD | $249 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
Quick stats about condo rentals in Englewood

Total vacation rentals
Explore 230 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
230 of Englewood vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Englewood rentals

4.8 Average rating
Englewood stays are highly rated by guests—averaging 4.8 out of 5!
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